Published February 5, 2016 | Version Accepted Version + Supplemental Material
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Enantioselective Decarboxylative Arylation of α-Amino Acids via the Merger of Photoredox and Nickel Catalysis

Abstract

An asymmetric decarboxylative C_(sp)^3–C_(sp)^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.

Additional Information

© 2016 American Chemical Society. Received: December 19, 2015. Publication Date (Web): February 5, 2016. J. Am. Chem. Soc., Article ASAP. Financial support was provided by the NIH (NIGMS R01 GM093213 and R01 GM062871) and by gifts from Merck and Amgen. Z.Z. is grateful for a postdoctoral fellowship from the Shanghai Institute of Organic Chemistry. Z.Z. and H.C. contributed equally to this work. The authors declare no competing financial interest.

Attached Files

Accepted Version - nihms777185.pdf

Supplemental Material - ja5b13211_si_001.cif

Supplemental Material - ja5b13211_si_002.pdf

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Additional details

Identifiers

PMCID
PMC4862596
Eprint ID
64492
Resolver ID
CaltechAUTHORS:20160216-091421574

Funding

NIH
R01 GM093213
NIH
R01 GM062871
Shanghai Institute of Organic Chemistry (SIOC)
Merck
Amgen

Dates

Created
2016-02-17
Created from EPrint's datestamp field
Updated
2022-05-10
Created from EPrint's last_modified field