Issue 6, 2012

Catalytic asymmetric α-amination of carboxylic acids using isothioureas

Abstract

HBTM-2.1 promotes the direct asymmetric α-amination of carboxylic acids with N-aryl-N-aroyldiazenes at low catalyst loadings (as low as 0.25 mol%), giving either 1,3,4-oxadiazin-6-ones or N-protected α-amino acid derivatives (upon ring opening) with exquisite enantiocontrol (typically ≥99% ee).

Graphical abstract: Catalytic asymmetric α-amination of carboxylic acids using isothioureas

Supplementary files

Article information

Article type
Edge Article
Submitted
09 Feb 2012
Accepted
07 Mar 2012
First published
08 Mar 2012

Chem. Sci., 2012,3, 2088-2093

Catalytic asymmetric α-amination of carboxylic acids using isothioureas

L. C. Morrill, T. Lebl, A. M. Z. Slawin and A. D. Smith, Chem. Sci., 2012, 3, 2088 DOI: 10.1039/C2SC20171B

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