Appointments Department of Chemistry University of Illinois, Urbana-Champaign Assistant Professor: July 2005 to 2008 Associate Professor: August 2009-2011 Professor: July 2011-present
Dept. of Chemistry & Chemical Biology Harvard University, Cambridge Assistant Professor : August 2002 to July 2005
Education NIH Postdoctoral Fellow (January 1999-2002) Dept. of Chemistry and Chemical Biology Harvard University Advisor: Professor Eric N. Jacobsen
Graduate Student (1992-1993) Dept. of Biology Johns Hopkins University Advisor: Christian B. Anfinsen
ACS Predoctoral Fellow (1994-December1998 ) Ph.D. in Organic Chemistry Dept. of Chemistry Johns Hopkins University Advisor: Professor Gary H. Posner
B.A. with highest honors in Biochemistry (1988-1992) Smith College Advisor: Professor Stuart Rosenfeld
Awards and Fellowships Mukaiyama Award (2016), Fellow of the Royal Society of Chemistry (2014), Royal Society of Chemistry Merck Award (2013), American Association for the Advancement of Science Fellow (2012), Cope Scholar Award (2009), Roche Excellence in Chemistry Award (2009), Abbott Young Investigator Award (2008), AstraZeneca Excellence in Chemistry Award (2008), Camille Dreyfus Teacher-Scholar Award (2008), Boehringer Ingelheim Pharmaceuticals New Investigator Award (2008), Amgen Young Investigator Award (2008), Sanofi Aventis “Visions in Chemistry” (2008), Pfizer Award for Creativity in Organic Chemistry (2008-2009), BMS Unrestricted “Freedom to Discover” Grant (2008-2009), Eli Lilly Grantee Award (2007-2009), Alfred P. Sloan Research Fellow (2008-2010), Fellow, UIUC Center for Advanced Study (2006), NSF CAREER Award (20062010), Camille and Henry Dreyfus New Faculty Award (2002-2007), National Institutes of Health Postdoctoral Fellowship (1999-2002), American Chemical Society, Division of Medicinal Chemistry Predoctoral Fellowship (1997-1998), Sarah and Adolph Roseman Award for Outstanding Achievement in Chemistry, JHU (1997), Sigma Xi, Smith College (1992), First Group Scholar, Smith College (1992), Ford Foundation Summer Research Grant, Smith College (1991), Dean’s List, Smith College. Biographical Sketch: M. Christina White was born in Athens, Greece. She received a B.A. degree with highest honors in biochemistry from Smith College working with Stuart Rosenfeld in the area of host-guest chemistry. After a one-year stint in the biology graduate program working with Christian Anfinsen on thermophilic bacteria protein folding, she received her Ph. D. degree from Johns Hopkins University in chemistry with Gary Posner as an ACS Medicinal Chemistry Pre-Doctoral fellow. She was a NIH postdoctoral fellow at Harvard University with Eric Jacobsen from 1999-2002 and is currently a Professor of Chemistry at the University of Illinois at Urbana-Champaign. The White group aims to study and develop selective, catalytic C—H oxidation reactions for broad use in organic synthesis. They have contributed novel palladium/sulfoxide, iron PDP, and manganese phthalocyanine catalysts that are now commercially available (Aldrich,Strem, TCI). These catalysts are used academically and industrially to functionalize all types of C(sp3)—H bonds, including aliphatics, under preparative conditions with predictable and catalyst-controlled site-selectivities, even in complex molecule settings- without the requirement for directing groups. The reactions and quantitative models developed by the White group to understand and predict siteselectivities for aliphatic C—H hydroxylations have provided fundamental insights into the physical organic properties of C—H bonds that govern their differential reactivity in complex molecules and have led to strategic advances synthesis, most notably the concept of late-stage C—H functionalization. Professor White has given over 200 lectures worldwide. Features: · Video Interviews: Eminent Organic Chemists Collection: Interviews with MCW by the ACS’s Division of Organic Chemistry: http://layingthegroundwork.com/chemists/link/white.html; ChEFSInitiative by Arthur Winter at Iowa State University: http://winter.public.iastate.edu/chefs-initiative/hidden/index.html
M. Christina White, Professor of Chemistry
· Perspectives on Aliphatic C—H Oxidation: White, M.C. “Adding Aliphatic C—H Bonds to Synthesis.” Science 2012, 335, st 807. (citations: 282); White, M.C. “C—H Bond Functionalization & Synthesis in the 21 Century: A Brief History and Prospectus.” SYNLETT (Special Cluster on C—H Oxidation) 2012, 23, 2746 (citations: 59); White, M.C. “Base-Metal Catalysis: Embrace the Wild Side” Adv. Synth. Catal. 2016, 358, 2364. Invited Lectures (2005-2016); Selected Plenary and Keynote Lectures: Frontiers Lecture, Scripps Research Institute, La Jolla, CA (2008); Schering-Plough Lecturer, Boston College, Boston, MA (2008); Science at the Frontier Symposium, Lilly, Madrid, Spain (2008); “Vision of Chemistry” Symposium, Sanofi-Aventis, Bridgewater, NJ (2008); Lilly Speaker, Northwestern University, Evanston, IL (2008); First International Symposium on Process Chemistry, Kyoto, Japan (2008); ORGCHEM Weimar, Germany (2008); Amgen Young Investigator Symposium, CA (2008); AstraZeneca Excellence in Chemistry, Wilmington, DE (2008); QOMSBOC Meeting, Quebec, CA (2008); Boehringer Ingelheim Lecture, Harvard University, Cambridge, MA (2008); Padwa Lecture, Columbia University, New York, NY (2009); Schulich Symposium, Technion-Israel Institute of Technology, Isreal (2009); Philadelphia Organic Chemist’s Club (POCC), Philadelphia, PA (2009); Bristol-Myers Squibb “Freedom to Discover” Symposium, Hopewell, NJ (2009); Paquette Symposium, Ohio State University, Columbus, OH th (2009); 44 EUCHEM Conference on Stereochemistry Burgenstock, Brunnen, Switzerland (2009); Bristol-Myers Squibb MiniSymposium in Organic Synthesis, Princeton University, Princeton, NJ (2009); Roche Excellence in Chemistry Symposium, Nutley, NJ (2009); Synthesis in Organic Chemistry Symposium, Oxford, UK (2009); EFMC/CBC “Advances in Synthetic and th Medicinal Chemistry” Symposium, Kiev, Ukraine (2009); ISHHC XIV, Stockholm, Sweden (2009); 19 Symposium on Optically Active Compounds, Tokyo, Japan (2009); Welch Conference, “Advances in Synthetic Chemistry”, Houston, TX (2009); Lilly Grantee Symposium, Indianapolis, IN (2010); FACS XIII, Obernai, France (2010); Balticum Organicum Symposium, Riga, Latvia (2010); Royal Chemistry Society, “Challenges in Organic Chemistry and Chemical Biology th (ISACS1)” Symposium, San Francisco, CA (2010); Arthur C. Cope Scholar Award Symposium, 240 ACS Meeting, Boston, MA (2010); Norwegian Chemical Society, Division of Organic Chemistry, Oslo, Norway (2011); Closs Lecture, University of th Chicago, Chicago, IL (2011); Royal Society of Chemistry, 20 Lakeland Heterocyclic Symposium, Grasmere, UK (2011); th 42nd National Organic Symposium, Princeton University, Princeton, NJ (2011); 11 Tetrahedron Symposium, Barcelona, Spain (2011); Boehringer-Ingelheim Lecture, McGill University, Montreal, QC, Canada (2011); Brazilian Meeting on Organic Synthesis, Brasilia, Brazil (2011); Pfizer Year of Chemistry Symposium, Keynote Speaker (2011); Lilly Distinguished th Speaker, Colorado State University, Fort Collins, CO (2011); 5 Banff Symposium on Organic Chemistry (BSOC), Banff, Alberta (2011); Organic Chemistry Division, French Chemical Society, Paris, France (2011); CSCB Symposium, Dublin, th Ireland (2011); 8 CRC International Symposium on Cross-Coupling and Organometallics, Toronto, Canada (2012); CaRLa Winter School, Heidelberg, Germany (2012); Wageningen Symposium on Organic Chemistry, Wageningen, Netherlands (2012) ; 6th Takeda Science Foundation Symposium, Osaka, Japan (2012); IASOC 2012 Roche Plenary Speaker: Organic Synthesis at the Crossroads of Chemical Sciences: New Frontiers and Challenges.” Naples (Ischia Island), Italy (2012); Invited Lecture Series at IOCB, the Academy of Sciences of the Czech Republic, Prague, Czech Republic (2012); OMCOS17, Fort Collins, Colorado (2013); DCH Symposium, University of Zurich, Zurich, Switzerland (2013); Korean Academy of Science and Technology (KAST), Seoul, Korea (2013); Seoul, Korea (2013); FloHet, Gainesville, Florida (2014); Merck RSC Lectures, 4 lectures, UK and Ireland (2014); New Chemistry of the Elements, Royal Society, London, UK (2014); XXV Reunion Bienal de Quimica Organica, Alicante, Spain (2014); ICOMC 2014 and Post-Symposium; Sapporo and Okayama, Japan (2014); ISACS14 Challenges in Organic Chemistry, Shanghai, China (2014); Bayer Life Science Lectures, Berlin & th Wuppertal, Germany (2014); 7 Negishi-Brown Lectures, West Lafayette, Indiana (2014); NESACS Process Chemistry nd Symposium, Cambridge, MA (2014); 2 International Conference on Organometallics and Catalysis (OM&Cat-2014); Nara, Japan (2014); Aldrich Lecture, University of Pennsylvania; Philadelphia, PA (2014); Sheffield Stereochemistry Conference; th Sheffield, UK (2015); 65 Dains Memorial Lecture, University of Kansas; Lawrence, KS (2015); Lilly Lecture, Harvard University, Cambridge, MA (2015); Shine Lectures, Texas Tech University, Lubbock, TX (2015); ADHOC 2015, Madison, WI th (2015); European Conference on Organometallic Chemistry; Bratislava, Slovakia (2015); 25 International Society of Heterocyclic Chemistry, Santa Barbara, CA; International Symposium on Synthesis and Catalysis, Evora, Portugal; Boehringer Ingelheim Lecture, MIT, Cambridge, MA (2015); Torkil Holm Symposium, Copenhagen, Denmark (2016); William H. Nichols Symposium, White Plains, New York (2016); Third International Symposium on C—H Activation (ISCHA-3), th University of Montreal, Montreal, QC (2016); 2016 Vanderslice Lecturer, Boston College, Boston, MA (2016); 17 rd Tetrahedron Symposium, Sitges, Spain (2016); Mukaiyama Award Lecture, 33 Seminar on Synthetic Organic Chemistry (SSOC), Hokkaido, Japan (2016); A Celebration of Organic Chemistry 2016, Berkshire, UK (2016); Burkett Lectures, DePauw th University, Greencastle, IN (2016); ACS Green Chemistry Institute, Pharmaceutical Roundtable, Cambridge, MA (2016); 6 Asia-Oceania Conference for Sustainable Green Chemistry, Hong Kong, China (2016); Late Stage Functionalization Conference, Oxford University, Oxford, UK (2016). Advisory Positions: Permanent member, NIH study section Synthetic and Biological Chemistry A (SBCA) (2011-2015); Editorial Advisory Board: Advanced Synthesis and Catalysis; Chemical Science (2010-present); Staff Committee, University of Illinois at Urbana-Champaign (2013-present); Faculty Search Committee University of Illinois at Urbana-Champaign (2006,
M. Christina White, Professor of Chemistry
2013); Chemistry Admissions Committee, University of Illinois at Urbana-Champaign (2005-2012); Chemistry Recruiting Committee, University of Illinois at Urbana-Champaign (2005-2012).
This paper has been included among advances in Streamlined Organic Synthesis ("Doing More with Less") in Science's "Breakthrough of the Year" Special Issue, 2007, 318, 1848.
This paper has been included among “Highlights of 2007” in Chem. & Eng. News Highlights 2007, 85(52), 17-18 and “Cutting-Edge Chemistry 2007” in Chemistry World Highlights Special Issues, 2008, 5(1), 24-37.
For perspectives on this work see: R.H. Crabtree, “No Protection Required.” Science, 2007, 21, 7; M. Christmann, “Selective Oxidation of Aliphatic C—H Bonds in the Synthesis of Complex Molecules.” Angew. Chem. Int. Ed. 2008, 47, 2740; Stephen K. Ritter, “Iron’s Star Rising.” Chem. & Eng. News 2008, 86(30), 53.
For highlights see: Jyllian Kemsley, “Catalyst Oxidizes Selectively.” Chem. Eng. News 2007, 85(45), 8.; “Green Cleaver.” Nature 2007, 450 (8), 139.; Patrick Walter, “Green Catalyst Could Clean Up in Drug Production.” Chemistry & Industry 2007, 21, 7.; Richard Van Noorden, “Step Change for Organic Synthesis.” Chemistry World, 2007, 4(12), 25.; Kevin Bullis, “Drugs That are Easier on the Environment.” Technology Review, 2008, January/February issue, 85.
2. Vermeulen, N.V.; Chen, M.S.; White, M.C. “The Fe(PDP)-Catalyzed Aliphatic C—H Oxidation: A Slow Addition Protocol. Tetrahedron: Symposium In Print Special Issue for Justin Du Bois, 2009, 65, 3078. (citations: 53) 3. Chen, M.S.; White, M.C. “Combined Effects on Selectivity in Fe-Catalyzed Methylene Oxidation.” Science 2010, 327, 566. (citations: 314) • For a highlight see: “Methylene magic.” Nature 2010, 463, 590. • Stu Borman: “Choosing One Among Many.” Chem. & Eng. News 2010, 88(6), 54. • Andrew Turley: “Targeted bond breakage.” Chemistry & Industry 2010, 11. • For a perspective see: Michael J. Haas: “Unlocking Ketones.” SciBX 2010, 3(6), 1. 4. Bigi, M.A.; Reed, S.A.; White, M.C. “Diverting non-haem iron catalysed aliphatic C—H hydroxylations towards desaturations.” Nature Chemistry, 2011, 3, 216. (citations: 101) •
For a highlight see: News of the Week, Stu Borman: “Catalyst Makes a Novel Switch.” Chem. & Eng. News 2011, 89 (5), 10.
5. Paradine, S.M.; White, M.C. “Iron-Catalysed Intramolecular Allylic C—H Amination.” J. Am. Chem. Soc. 2012, 134, 2036. (citations: 140) 6. Bigi, M.A.; Reed, S.A.; White, M.C. “Directed Metal (Oxo) Aliphatic C—H Hydroxylations: Overriding Substrate Bias.” J. Am. Chem. Soc. 2012, 134, 9721. (citations: 72) 7. Bigi, M.A.; Liu, P.; Zou, L.; Houk, K.N.; White, M.C. “Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivatization Studies Using Non-heme Iron Catalyst Fe(PDP).” SYNLETT (Special Cluster on C—H Oxidation) 2012, 23, 2768. (citations: 14). 8. Gormisky, P.E.; White, M.C. “Catalyst-Controlled Aliphatic C—H Oxidations with a Predictive Model for Site-Selectivity.” J. Am. Chem. Soc. 2013, 135, 14052. (citations: 97) • For a highlight see: Jake Yeston “Tell O Where to Go”, Editor’s Choice Science 2013 342, 15. • For a highlight see: Kathryn Roberts, “Better than an Enzyme”, Chemistry & Industry 2013, October 1st issue.
• For highlight see: Stu Borman, “Catalyst Calls the Shots”, News of the Week, C&E News 2013 91(40), 12. • For a highlight see: JACS “Spotlight”, J. Am. Chem. Soc. 2013, 135, 15269. • For a highlight see: Karl Collins, “Oxidation Station”, Opinions, Chemistry World, January 8, 2014. • For News article see: Diana Yates, “New Small Molecule Catalyst Does Work of Many Enyzmes”, UIUC News Bureau, e! Science News, Health Medicine Network. 9. Paradine, S.M.; Griffin, J.R.; Zhao, J.P.; Petronico, A.L.; Miller, S. M.; White, M.C. “A Manganese Catalyst for Highly Reactive Yet Chemoselective Intramolecular C(sp3)—H Aminations.” Nature Chemistry 2015 , 7, 987. (citations: 20) • For a highlight see: Stu Borman “Catalyst Converts Strong C—H Bonds to Amines Selectively”, News of the Week C&E News 2015 93(40), 11. • For a highlight see: Jake Yeston “Threading the Needle with Manganese”, Editor’s Choice Science 2015 350, 525. • For News article see: Liz Ahlberg, “Catalyst Combining Reactivity and Selectivity Could Speed Drug Development”, UIUC News Bureau, Phys.org, RDMag, Globel News Connect, Technology.org, ChemEurope.com, Bionity.com. • Top Ten Chart, Nature Chemistry, Paper is #1 10. Howell, J.M; Feng, K.; Clark, J.R.; Trzepkowski, L.J.; White, M.C. “Remote Oxidation of Aliphatic C—H Bonds in Nitrogen Containing Molecules.” J. Am. Chem. Soc. 2015, 137, 14590. (citations: 17) 11. Osberger, T.J.; Rogness, D. C; Kohrt, J.T.; Stepan, A. F; White, M.C. “Oxidative Diversification of Amino Acids and Peptides by Small-Molecule Iron Catalysts.” Nature 2016, 537, 214. • For a highlight see: Stu Borman “Iron Catalysts Diversify Amino Acids and Peptides”, News of the Week C&E News 2016 94(32), 7. • For News article see: Liz Ahlberg, “Iron Catalysts Can Modify Amino Acids, Peptides to Create New Drug Candidates”, UIUC News Bureau, Technology.org, (e)Science News, Scicasts, Health Medicine Network, News Medical, BioPortfolio, Physorg.com, Science Daily. • For a highlight see: Derek Lowe “Rip Up Your Prolines”, In the Pipeline, Science Translational Medicine, August 3, 2016. • For News & Views see: Bartlett, S.; Spring, D.R. “Complex Peptides Made Simple.” Nature Chemistry 2017, 9, 9. Palladium -Catalyzed C— H Oxidations, Aminations, Alkylations, and Desaturations 12. Chen, M.S.; White, M.C. “A Sulfoxide-Promoted, Catalytic Method for the Regioselective Synthesis of Allylic Acetates from Monosubstituted Olefins via C-H Oxidation.” J. Am. Chem. Soc. 2004, 126, 1346-1347. (citations: 281) 13. Chen, M.S.; Prabagaran, N.; Labenz, N.; White, M.C. “Serial Ligand Catalysis: A Highly Selective Allylic C-H Oxidation.” J. Am. Chem. Soc. 2005, 127, 6970-6971. (citations: 228) •
For a highlight see: Science and Technology Concentrate “Catalysis with Serial Ligands.” Chem. & Eng. News 2005, 83 (18), 31.
For a highlight see: Science and Technology Concentrate “Direct Allylic C—H Alkylation Solved.” Chem. & Eng. News 2008, 86 (41), 29.
19. Reed, S.A.; Mazzotti, A.R.; White, M.C. “A Catalytic, Bronsted Base Strategy for Intermolecular Allylic C—H Amination.” J. Am. Chem. Soc. 2009, 131, 11701. (citations: 116) 20. Rice, G.T.; White, M.C. “Allylic C—H Amination for the Preparation of 1,3-Amino Alcohol Motifs.” J. Am. Chem. Soc. 2009, 131, 11707. (citations: 140) 21. Qi, X.; Rice, G.T.; Lall, M.S.; Plummer, M.S.; White, M.C. “Diversification of a β-lactam pharmacophore via allylic C—H amination: accelerating effect of Lewis acid co-catalyst.” Tetrahedron: Symposium In Print Special Issue for Brian Stoltz, 2010, 66, 4816. (citations: 49) • For a highlight see: Knochel, P.; Thaler, T. “Accelerating Effect of Lewis Acid Co-Catalyst on C—H Amination”. Synfacts, 2010, 1050. 22. Vermeulen, N.A.; Delcamp, J.H.; White, M.C. “Synthesis of Complex Allylic Esters via C—H Oxidation vs C—C Bond Formation.” J. Am. Chem. Soc. 2010, 132, 11323. (citations: 56) 23. Young, A.J.; White, M.C. “Allylic C—H Alkylation of Unactivated α-Olefins: Serial Ligand Catalysis Resumed.” Angew. Chem., Int. Ed. Engl 2011, 50, 6824. (citations: 64) 24. Gormisky, P.E.; White, M.C. “Synthetic Versatility in C—H Oxidation: A Rapid Approach to Differentiated Diols and Pyrans from Simple Olefins.” J. Am. Chem. Soc. 2011, 133, 12584. (citations: 58) •
For a highlight see: Lautens, M.; Zhang, L. “Palladium-Catalyzed Allylic C—H Oxidation”. Synfacts, 2011, 11, 1207.
25. Stang, E.M.; White, M.C. “Molecular Complexity via C—H Activation: A Dehydrogenative DielsAlder Reaction.” J. Am. Chem. Soc. 2011, 133, 14892. (citations: 66) •
For a highlight see: News of the Week, “Cyclization Shortcut.” Chem. & Eng. News 2011, 89 (37), 9.
26. Jiang, C.; Covell, D.J.; Stepan, A.F.; Plummer, M.S.; White, M.C. “Sequential Allylic C—H Amination/Vinylic C—H Arylation: A Strategy for Unnatural Amino Acid Synthesis from αOlefins.” Org. Lett. 2012, 14, 1386. (citations: 41).
27. Bigi,M.A.; White, M.C. “Terminal Olefins to Linear α,β-Unsaturated Ketones: Pd(II)/Hypervalent Iodine Co-catalyzed Wacker Oxidation—Dehydrogenation.” J. Am. Chem. Soc. 2013, 135, 7831. (citations: 20). 28. Strambeanu, I.S.; White, M.C. “Catalyst-Controlled C—O versus C—N Allylic Functionalization of Terminal Olefins.” J. Am. Chem. Soc. 2013, 135, 12032. (citations: 37). •
For a highlight see: Lautens, M.; Le C.M. “Catalyst Controlled C—O versus C—N Functionalization of Olefins”. Synfacts, 2013, 9 (11), 1200.
29. Howell, J.M.; Liu, W.; Young, A.J.; White, M.C. “General Allylic C—H Alkylation with Tertiary Nucleophiles.” J. Am. Chem. Soc. 2014, 136, 5750. (citations: 27) 30. Amman, S. E; Rice, G.T.; White, M.C. “Terminal Olefins to Chromans, Isochromans, and Pyrans via Allylic C—H Oxidation.” J. Am. Chem. Soc. 2014, 136, 10834. (citations: 29) •
For a highlight see: Science & Technology Concentrates, Stu Borman: “Allylic C—H Oxidation Yields Cyclic Ethers” Chem. & Eng. News 2014, 92 (28), 31.
31. Osberger, T.J.; White, M.C. “N-Boc Amines to Oxazolidonones via Pd(II)/Bis-Sulfoxide/Brønsted Acid Co-Catalyzed Allylic C—H Oxidation.” J. Am. Chem. Soc. 2014, 136, 11176. (citations: 22) 32. Patillo, C.C.; Strambeanu, I.I.; Callaja, P.; Vermeulen, N.A.; Mizuno, T.; White, MC. “Aerobic Linear Allylic C—H Amination: Overcoming Benzoquinone Inhibition.” J. Am. Chem. Soc. 2016, 138, 1265. (citations: 16) 33. Ammann, S.E.; Liu, W.; White, M.C. “ Enantioselective Allylic C—H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis.” Angew. Chem. Int. Ed. 2016,55, 9571. Synthetic Stream lining via C— H Oxidation 34. Fraunhoffer, K. J.; Bachovchin, D.A.; White, M.C. “Hydrocarbon Oxidation vs. C-C Bond Forming Approaches for Efficient Syntheses of Oxygenated Molecules.” Org. Lett. 2005, 7, 223-226. (citations: 83) •
This article was selected by the Organic Letters Editorial Board as One of the 9 best Organic Letters articles in 2004.
For perspectives on this work see: R.H. Hoffmann, “Protecting-Group-Free Synthesis.” Synthesis 2006, 3531.
35. Covell, D.J.; Vermeulen, N.A.; Labenz, N.A.; White, M.C. “Polyol Synthesis via Hydrocarbon Oxidation: De Novo Synthesis of L-Galactose.” Angew. Chem., Int. Ed. Engl. 2006, 45, 82178220. (citations: 46). 36. Stang, E.M.; White, M.C. “Total Synthesis and Study of 6-deoxyerythronolide B via Late-Stage C—H Oxidation”. Nature Chemistry, 2009, 1, 547. (citations: 138) • For a highlight see: News of the Week, Stu Borman: “New Approach to a Classic Structure.” Chem. & Eng. News 2009, 87 (36), 12. •
Phillip Broadwith: “C—H Oxidation Proves its Worth.” Chemistry World, August 30, 2009.
Huw Davies: “Expanding the Art of Synthesis.” Nature Chemistry 2009, 1, 519.
37. Stang, E.M.; White, M.C. “On the Macrocyclization of the Erythromycin Core: Preorganization is Not Required.” Angew. Chem., Int. Ed. Engl. 2011, 50, 2094. (citations: 28) 38. Covell, D.J.; White, M.C. “A C—H Oxidation Approach for Streamlining Synthesis of Chiral Polyoxygenated Motifs.” Tetrahedron: Symposium In Print Special Issue for Paul Wender 2013, 69, 7771. (citations: 11) Oxidative Vinylic C— H Functionalizations (Heck) 39. Delcamp, J.H.; White, M.C. “Sequential Hydrocarbon Functionalization: Allylic C—H Oxidation/Vinylic C—H Arylation.” J. Am. Chem. Soc. 2006, 128, 15076-15077. (citations: 145)
For perspectives on this work see: Annu. Rep. Prog. Chem., Sect. B, 2007, 103, 35-46.
40. Delcamp, J.H.; Brucks, A.P.; White, M.C. “A General and Highly Selective Chelate-Controlled Intermolecular Oxidative Heck Reaction.” J. Am. Chem. Soc. 2008, 130, 11270. (citations: 120) 41. Delcamp, J.H.; Gormisky, P.E.; White, M.C. “Oxidative Heck Vinylation for the Synthesis of Complex Dienes and Polyenes.” J. Am. Chem. Soc. 2013, 135, 8460. (citations: 29) Perspectives on C— H Oxidation 42. White, M.C. “Adding Aliphatic C—H Bond Oxidations to Synthesis.” Science 2012, 335, 807. (citations: 282). 43. White, M.C. “C—H Bond Functionalization & Synthesis in the 21st Century: A Brief History and Prospectus.” SYNLETT (Special Cluster on C—H Oxidation) 2012, 23, 2746 (citations: 59). 44. Gladysz, J.A.; Bedford, R.B.; Fujita, M.; Gabbai, F.P.; Goldberg, K.I.; Holland, P.L.; Kiplinger, J.L.; Krische, M.J.; Louie, J.; Lu, C.C.; Norton, J.R.; Petrukhina, M.A.; Ren, T.; Stahl, S.S.; Tilley, T.D.; Webster, C.E.; White, M.C.; Whiteker, G.T. “ Organometallics Roundtable 20132014” Organometallics 2014, 33, 1505. (citations: 15) 45. White, M. C. “Base-Metal Catalysis: Embrace the Wild Side.” Adv. Synth. Catal., 2016, 358, 2364 Patents 1. White, M.C.; Chen, M.S. “Selective Aliphatic C—H Oxidation Using Metal Tetradentate Ligand Catalyst.” U.S. Patent, 2010, US 7,829,342 B2. 2. White, M.C.; Gormisky, P.E. “Catalyst-Controlled Aliphatic C—H Oxidations”. U.S. Provisional Patent Application, 2013, 61/875,536. 3. White, M.C.; Paradine, S.M.; Griffin, J.R.; Zhao, J.P.; Petronico, A.L “General Catalyst for C—H Functionalization”. US Patent, U.S. Application, 2015 No. 15/076, 434. 4. White, M.C.; Liu, W.; Amman, S.E.; Ma, R. “Chiral Catalysts and Mathods of Using the Same”. UIUC2016-101-01(PRO). Postdoctoral Publication (NIH Predoctoral Fellow) 39. White, M.C.; Doyle, A.G.; Jacobsen, E.N. “A Synthetically Useful, Self-Assembling MMO Mimic System for Catalytic Alkene Epoxidation with Aqueous H2O2.” J. Am. Chem. Soc. 2001, 123, 7194-7195. •
For a highlight see: “News of the Week” Chem. & Eng. News, 2001,79, 9.
This paper has been included among “Highlights of 2001” in Chem. & Eng. News Highlights 2001, 79, 51.
Predoctoral Publications and Patent (ACS M edicinal Chemistry Fellow) 40. White, M.C.; Burke, M.D.; Peleg, S.; Brem, H.; Posner, G.H. “Conformationally Restricted Hybrid Analogues of the Hormone 1 α ,25-Dihydroxyvitamin D3: Design, Synthesis, and Biological Evaluation.” Bioorg. Med. Chem. 2001, 9, 1691-1699. 41. Posner, G.H.; Lee, J.K.; White, M.C., Hutchings, R.H.; Dai, H., Dolan, P.; Kensler, T.W. “Antiproliferative Hybrid Analogs of the Hormone 1 α ,25-Dihydroxyvitamin D3: Design, Synthesis, and Preliminary Biological Evaluation.” J. Org. Chem. 1997, 62, 3299-3314. 42.
Boyan, B.D.; Posner, G.H.; Greising, D.M.; White, M.C.; Sylvia, V.L.; Dean, D.D.; Schwartz, Z. “Structural Analogues of 1,25-(OH)2D3 Regulate Chondrocyte Proliferation and Proteoglycan Production as well as Protein Kinase C through a Nongenomic Pathway.” J. of Cellular Biochemistry 1997, 66, 1-14.
43. Peleg, S.; Lui, Y.-Y.; Reddy, S.; Horst, R.L.; White, M.C.; Posner, G.H. "A 20-Epi Side
Chain Restores Growth-regulatory and Transcriptional Activities of an A Ring-Modified Hybrid Analog of 1α,25-dihydroxyvitamin D3 Without Increasing its Affinity to the Vitamin D Receptor." J. of Cellular Biochemistry, 1996, 63, 149. 44. Posner, G.H.; Li, Z.; White, M.C., Vinader, V.; Takeuchi, K.; Guggino, S.E.; Dolan, P.; Kensler, T.W. “1 α ,25-Dihydroxyvitamin D3 Analogs Featuring Aromatic and Heteroaromatic Rings: Design, Synthesis, and Preliminary Biological Testing.” J. Med. Chem. 1995, 38, 45294537. 45. Posner, G.H.; White, M.C.; Dolan, P.; Kensler, T.W.; Yukihiro, S.; Guggino, S.E. “1 α,25Dihydroxyvitamin D3 Hybrid Analogs with Structural Changes at Both the A-Ring and the C,DRing Side-chain.” Bioorg. Med. Chem. Lett. 1994, 4, 2919-2924. •
For a Highlight see: ACS Meeting Brief in Chem. & Eng. News 2001, 78, 29.
46. White, M.C.; Anfinsen, C.B. “Biodegradation of Mustard Gas Hydrolysis Product, Thiodiglycol, By Cells and their Sonocates of the Hyperthermophilic Bacterium Pyrococcus Furiosus.” Proceedings of the 1992 ERDEC Scientific Conference on Chemical Defense Research, 1993, 455. Patents 1. Posner, G.H.; White, M.C. “Vitamin D3 Analogues.” U.S. Patent. No. 849-716, 1995, 24 pp.