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. 2016 Feb 17;138(6):1832-5.
doi: 10.1021/jacs.5b13211. Epub 2016 Feb 5.

Enantioselective Decarboxylative Arylation of α-Amino Acids via the Merger of Photoredox and Nickel Catalysis

Zhiwei Zuo  1 , Huan Cong  2 , Wei Li  1 , Junwon Choi  2 , Gregory C Fu  2 , David W C MacMillan  1
Affiliations

Enantioselective Decarboxylative Arylation of α-Amino Acids via the Merger of Photoredox and Nickel Catalysis

Zhiwei Zuo et al. J Am Chem Soc. .

Abstract

An asymmetric decarboxylative Csp(3)-Csp(2) cross-coupling has been achieved via the synergistic merger of photoredox and nickel catalysis. This mild, operationally simple protocol transforms a wide variety of naturally abundant α-amino acids and readily available aryl halides into valuable chiral benzylic amines in high enantiomeric excess, thereby producing motifs found in pharmacologically active agents.

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Figures

Scheme 1
Scheme 1. Asymmetric Decarboxylative Arylation of α-Amino Acids
Scheme 2
Scheme 2. Catalytic Asymmetric Coupling To Produce Pharmacophores
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