Professional Education


  • Bachelor of Science, Seoul National University (2008)
  • Doctor of Philosophy, Massachusetts Institute of Technology (2014)

Stanford Advisors


All Publications


  • Enantioselective Decarboxylative Arylation of alpha-Amino Acids via the Merger of Photoredox and Nickel Catalysis JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Zuo, Z., Gong, H., Li, W., Choi, J., Fu, G. C., MacMillan, D. W. 2016; 138 (6): 1832-1835
  • Stereoconvergent Arylations and Alkenylations of Unactivated Alkyl Electrophiles: Catalytic Enantioselective Synthesis of Secondary Sulfonamides and Sulfones JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Choi, J., Martin-Gago, P., Fu, G. C. 2014; 136 (34): 12161-12165

    Abstract

    The development of efficient methods for the generation of enantioenriched sulfonamides and sulfones is an important objective for fields such as organic synthesis and medicinal chemistry; however, there have been relatively few reports of direct catalytic asymmetric approaches to controlling the stereochemistry of the sulfur-bearing carbon of such targets. In this report, we describe nickel-catalyzed stereoconvergent Negishi arylations and alkenylations of racemic α-bromosulfonamides and -sulfones that furnish the desired cross-coupling product in very good ee and yield for an array of reaction partners. Mechanistic studies are consistent with the generation of a radical intermediate that has a sufficient lifetime to diffuse out of the solvent cage and to cyclize onto a pendant olefin.

    View details for DOI 10.1021/ja506885s

    View details for Web of Science ID 000340993400046

    View details for PubMedID 25127186

  • A Versatile Approach to Ullmann C-N Couplings at Room Temperature: New Families of Nucleophiles and Electrophiles for Photoinduced, Copper-Catalyzed Processes JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Ziegler, D. T., Choi, J., Maria Munoz-Molina, J., Bissember, A. C., Peters, J. C., Fu, G. C. 2013; 135 (35): 13107-13112

    View details for DOI 10.1021/ja4060806

    View details for Web of Science ID 000330163100033

  • Catalytic Asymmetric Synthesis of Secondary Nitriles via Stereoconvergent Negishi Arylations and Alkenylations of Racemic alpha-Bromonitriles JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Choi, J., Fu, G. C. 2012; 134 (22): 9102-9105

    Abstract

    The first method for the stereoconvergent cross-coupling of racemic α-halonitriles is described, specifically, nickel-catalyzed Negishi arylations and alkenylations that furnish an array of enantioenriched α-arylnitriles and allylic nitriles, respectively. Noteworthy features of this investigation include: the highly enantioselective synthesis of α-alkyl-α-aryl nitriles that bear secondary α-alkyl substituents; the first examples of the use of alkenylzinc reagents in stereoconvergent Negishi reactions of alkyl electrophiles; demonstration of the utility of a new family of ligands for asymmetric Negishi cross-couplings (a bidentate bis(oxazoline), rather than a tridentate pybox); in the case of arylzinc reagents, carbon-carbon bond formation at a remarkably low temperature (-78 °C), the lowest reported to date for an enantioselective cross-coupling of an alkyl electrophile; a mechanistic dichotomy between Negishi reactions of an unactivated versus an activated secondary alkyl bromide.

    View details for DOI 10.1021/ja303442q

    View details for Web of Science ID 000304837800021

    View details for PubMedID 22612264