Publications

55.

Late-stage oxidative C(sp3)–H methylation

Kaibo Feng, Raundi Quevedo, Jeffrey Kohrt, Martins S. Oderinde, Usa Reilly and M. Christina White

Kaibo Feng

MIT, Buchwald Group

Raundi Quevedo

UIUC, White Group

M. Christina White

Late-stage oxidative C(sp3)–H methylation 2020.png

Advanced Synthesis & Catalysis, 2020, 362(2), 417-423, DOI: 10.1002/ads

54.

Chemoselective Tertiary C—H Hydroxylation for Late-Stage Functionalization with Mn(PDP)/Chloroacetic Acid Catalysis

Rachel Chambers, Jinpeng Zhao, Connor Delaney, and M.Christina White

Rachel Chambers

UIUC, White Group

Jinpeng Zhao

Corteva, Agro Sciences

Chemoselective Tertiary C—H Hydroxylation for Late-Stage Functionalization with Mn(PDP)_Ch

J. Am. Chem. Soc., 2019, 141 (24), 9468-9473, DOI: 10.1021/jacs.9b02690

53.

Synthesis of anti-1,3 Amino Alcohol Motifs via Pd(II)/SOX Catalysis with the Capacity for Stereodivergence
Rulin Ma, Jonathon Young, Rossella Promontorio†, Friederike M. Dannheim, Christopher C. Pattillo and M. Christina White

Supplementary Information

Rulia Ma

BMS,

Medicinal Chemitry

Rossella Promontorio

Pfizer Pharmaceuticals

Friederike Dannheim

Graduate Student at Cambridge University

Nat. Chem., 2019, 11, 213, DOI: 10.1038/s41557-018-0175-8.

52.

Chemoselective Methylene Oxidation in Aromatic Molecules
Jinpeng Zhao, Takeshi Nanjo, Emilio C. de Lucca Jr. and M. Christina White

Supplementary Information

M. Christina White

Takeshi Nanjo

Assistant Professor

Kyoto University

Jinpeng Zhao

Agro Sciences

Corteva

Emilio de Lucca

Assistant Professor

University of Campinas

Chemoselective Methylene Oxidation in Aromatic Molecules 2019.png

J. Am. Chem. Soc., 2018, 140, 13988, DOI: 10.1021/jacs.8b05195

51.

Aliphatic C−H Oxidations for Late-Stage Functionalization

M. Christina White, Jinpeng Zhao

Jinpeng Zhao

Agro Sciences

Corteva

M. Christina White

J. Am. Chem. Soc., 2018, 140, 10658, DOI: 10.1021/jacs.8b05668

50.

Asymmetric Allylic C–H Alkylation via Palladium(II)/Chiral Sulfoxide-Oxazoline Catalysis

Wei Liu, Siraj Ali, Stephen Ammann, M. Christina White

Supplementary Information

Siraj Ali

UIUC, White Group

Stephen Ammann

Research Scientist

Gilead

Wei Liu

Princeton, MacMillan Labs

Nat. Chem., 2018, 10, 583, DOI: 10.1038/s41557-018-0020-0

49.

Supplementary Information

Manganese-catalysed benzylic C(sp3)–H amination for late-stage functionalization

Joseph R. Clark, Kaibo Feng, Anasheh Sookezian and M. Christina White

M. Christina White

Kaibo Feng

MIT,

Buchwald Group

Joseph Clark

Assistant Professor, Marquette University

J. Am. Chem. Soc., 2018, 140, 3202, DOI: 10.1021/jacs.7b13492

48.

C–H to C–N Cross-Coupling of Sulfonamides with Olefins

Rulin Ma and M. Christina White

Supplementary Information

Rulia Ma

BMS,

Medicinal Chemistry

M. Christina White

J. Am. Chem. Soc. , 2017, 139, 14586, DOI: 10.1021/jacs.7b07665

47.

Remote, Late-Stage Oxidation of Aliphatic C–H Bonds in Amide-Containing Molecules

Takeshi Nanjo, Emilio C. de Lucca Jr.‡ and M. Christina White

Supplementary Information

Takeshi Nanjo

Assistant Professor

Kyoto University

Emilio de Lucca

Assistant Professor

University of Campinas

Remote, Late-Stage Oxidation of Aliphatic C–H Bonds in Amide-Containing Molecules 2017.png

J. Am. Chem. Soc., 2017, 139, 13264, DOI: 10.1021/jacs.7b07602

46.

Catalytic C(sp3)−H Alkylation via an Iron Carbene Intermediate

Jennifer R. Griffin, Chloe I. Wendell, Jacob A. Garwin, and M. Christina White

Supplementary Information

Jennifer Griffin

BMS,

Medicinal Chemistry

Chloe Wendell

UIUC

M. Christina White

Jacob Garwin

Garwin Family Foundation, Associate Director

Nature, 2016, 537, 214, DOI: 10.1038/nature18941

45.

Oxidative diversification of amino acids and peptides by small-molecule iron catalysis

Thomas J. Osberger, Donald C. Rogness, Jeffery T. Kohrt, Antonia F. Stepan and M. Christina White

Supplementary Information

Thomas Osberger

Assistant Professor,

Cal Poly Pomona

M. Christina White

Adv. Synth. Catal., 2016, 358, 2364, DOI: 10.1002/adsc.201600766

44.

Base-Metal Catalysis: Embrace the Wild Side

M. Christina White

Also check Prof. Fürstner's review in the same issue

Angew. Chem. Int. Ed., 2016, 55, 9571, DOI: 10.1002/anie.201603576

43.

Enantioselective Allylic C–H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis

Stephen E. Ammann, Wei Liu, and M. Christina White

Supplementary Information

Stephen Ammann

Research Scientist

Gilead

M. Christina White

Wei Liu

Princeton, MacMillan Labs

J. Am. Chem. Soc., 2016, 138, 1265, DOI: 10.1021/jacs.5b11294

42.

Aerobic Linear Allylic C–H Amination: Overcoming Benzoquinone Inhibition

Christopher C. Pattillo, Iulia I. Strambeanu, Pilar Calleja, Nicolaas A. Vermeulen, Tomokazu Mizuno, and M. Christina White

Supplementary Information

Iulia Strambeanu

Discovery Chemistry,

Janssen Pharmaceuticals

Nicolaas Vermeulen

Corteva,

Agro Sciences

J. Am. Chem. Soc., 2015, 137, 14590, DOI: 10.1021/jacs.5b10299

41.

Remote Oxidation of Aliphatic C−H Bonds in Nitrogen-Containing Molecules

Jennifer M. Howell, Kaibo Feng, Joseph R. Clark, Louis J. Trzepkowski, and M. Christina White

Supplementary Information

Jennifer Howell

Eli-Lilly,

Discovery Chemistry

Joseph Clark

Marquette University

Assistant Professor

Kaibo Feng

MIT,

Buchwald Group

Nat. Chem., 2015, 7, 987, DOI: 10.1038/NCHEM.2366

40.

A manganese catalyst for highly reactive yet chemoselective intramolecular C(sp3)–H amination

Shauna M. Paradine, Jennifer R. Griffin, Jinpeng Zhao, Aaron L. Petronico, Shannon M. Miller and M. Christina White

Supplementary Information

Shauna Paradine

University of Rochester

Assistant Professor

Shannon Miller

Harvard University Graduate Student

Jinpeng Zhao

Corteva, Agro Sciences

Jennifer Griffin

BMS, Medicinal Chemistry

J. Am. Chem. Soc., 2014, 136, 10834, DOI: 10.1021/ja503322e

39.

Terminal Olefins to Chromans, Isochromans, and Pyrans via Allylic C–H Oxidation

Stephen E. Ammann, Grant T. Rice, and M. Christina White

Supplementary Information

Stephen Ammann

Gilead

Grant Rice

Fish & Richardson,

Associate

J. Am. Chem. Soc., 2014, 136, 11176, DOI: 10.1021/ja506036q

38.

N-Boc Amines to Oxazolidinones via Pd(II)/Bis-sulfoxide/Brønsted Acid Co-Catalyzed Allylic C–H Oxidation

Thomas J. Osberger and M. Christina White

Supplementary Information

Thomas Osberger

Assistant Professor,

Cal Poly Pomona

J. Am. Chem. Soc., 2014, 136, 5750, DOI: 10.1021/ja500726e

37.

General Allylic C–H Alkylation with Tertiary Nucleophiles

Jennifer M. Howell, Wei Liu, Andrew J. Young, M. Christina White

Supplementary Information

Jennifer Howell

Eli-Lilly,

Discovery Chemistry

Andrew Young

Dow Chemistry

Catalysis Discovery

Wei Liu

Princeton, MacMillan Labs

Organometallics, 2014, 33, 1505, DOI: 10.1021/om500253z

36.

Organometallics Roundtable 2013-2014

John A. Gladysz, Robin B. Bedford, Makoto Fujita, François P. Gabbaï, Karen I. Goldber, Patrick L. Holland, Jaqueline L. Kiplinger, Michael J. Krische, Janis Louie, Connie C. Lu, Jack R. Norton, Marina A. Petrukhina, Tong Ren, Shannon S. Stahl, T. Don Tilley, Charles Edwin Webster, M. Christina White, and Gregory T. Whiteker

J. Am. Chem. Soc., 2013, 135, 14052, DOI: 10.1021/ja407388y

35.

Catalyst-Controlled Aliphatic C–H Oxidations with a Predictive Model for Site-Selectivity

Paul E. Gormisky and M. Christina White

Supplementary Information

M. Christina White

Paul Gormisky

Bristol Myers Squibb

Senior Principal Scientist

J. Am. Chem. Soc., 2013, 135, 12032, DOI: 10.1021/ja405394v

34.

Catalyst-Controlled C−O versus C−N Allylic Functionalization of Terminal Olefins

Iulia I. Strambeanu and M. Christina White

Supplementary Information

Iulia Strambeanu

Discovery Chemistry,

Janssen Pharmaceuticals

J. Am. Chem. Soc., 2013, 135, 8460, DOI: 10.1021/ja402891m

33.

Oxidative Heck Vinylation for the Synthesis of Complex Dienes and Polyenes

J. H. Delcamp, P. E. Gormisky, and M. C. White

Supplementary Information

Jared Delcamp

University of Mississippi

Associate Professor

Paul Gormisky

Bristol Myers Squibb

Senior Principal Scientist

Covell, D. J.; White, M. C., Tetrahedron (2013), http://dx.doi.org/10.1016/j.tet.2013.05.012

32.

A C-H Oxidation Approach for Streamlining Synthesis of Chiral Polyoxygenated Motifs

D. J. Covell and M. C. White

Supplementary Information

Dustin Covell

St. John's University, NYC

Assistant Professor

M. Christina White

J. Am. Chem. Soc., 2013, 135, 7831, DOI: 10.1021/ja402651q

31.

Terminal Olefins to Linear a,B-Unsaturated Ketones: Pd(II)/Hypervalent Iodine Co-catalyzed Wacker Oxidation-Dehydrogenation

M. A. Bigi and M. C. White

Supplementary Information

Marinus Bigi

Catalysis Discovery,

Dow Chemical

SYNLETT (Special Cluster on C-H Oxidation), 2012, 23, 2746, DOI: 10.1055/s-0032-1317701

30.

C-H Bond Functionalization and Synthesis in the 21st Century: A Brief History and Prospectus

M. C. White

Among the frontier challenges facing synthetic chemistry in the 21st century are the interconnected goals of increasing control of chemical reactivity and synthesizing complex molecules with higher levels of efficiency. Catalytic C-H bond functionalization reactions are increasingly being discovered that meet the criterion for useful reactivity (i.e. preparative, predictably selective, and general). Consequently, such reactions are enabling chemists to exploit strategies for complex molecule synthesis and derivatization previously accessible only in nature. This perspective highlights some of the achievements and important challenges that remain in the area of C-H bond functionalization.

SYNLETT (Special Cluster on C-H Oxidation), 2012, 23, 2768, DOI: 10.1055/s-0032-1317708

29.

Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivitization Studies Using Non-heme Iron Catalyst Fe(PDP)

M. A. Bigi, P. Liu, L. Zou, K. N. Houk, and M. C. White

Marinus Bigi

Catalysis Discovery,

Dow Chemical

J. Am. Chem. Soc., 2012, 134, 9721, DOI: 10.1021/ja301685r

28.

Directed Metal (Oxo) Aliphatic C-H Hydroxylations: Overriding Substrate Bias

M. A. Bigi, S. A. Reed, and M. C. White

Supplementary Information

Marinus Bigi

Catalysis Discovery,

Dow Chemical

Sean Reed

Wilson Sonsini Goodrich & Rosati

Patent Agent

Science, 2012, 335, 807, DOI: 10.1126/science.1207661

27.

Adding Aliphatic C-H Bond Oxidations to Synthesis

M. C. White

Oxidations of aliphatic C-H bonds (unactivated, isolated, alkyl sp3 C-H bonds) have appeared in the literature sporadically since the late 1800s. However, synthetic chemists considered these transformations to be too unselective and/or inefficient for routine utilization in synthesis. This view has changed dramatically during the past several years. Specifically, it is now widely accepted that predictable selectivity and preparative utility for aliphatic C-H oxidations is possible with small molecule catalysts. This perspective explains how we arrived at this point.

Organic Letters, 2012, 14, 1386, DOI: 10.1021/ol300063t

26.