Issue 5, 2010

Unified synthesis of enantiopure β2h, β3h and β2,3-amino acids

Abstract

One for all, all for one! A single chiral auxiliary and synthetic route can be used for a three-step (cycloaddition, auxiliary removal and fragmentation) preparation of enantiopure β3h, β2h and β2,3-amino acids (>99% ee). This approach works for a wide variety of both natural and unnatural side chains, provides access to either enantiomeric form, and can be executed on a preparative scale without recourse to column chromatography.

Graphical abstract: Unified synthesis of enantiopure β2h, β3h and β2,3-amino acids

Supplementary files

Article information

Article type
Edge Article
Submitted
27 May 2010
Accepted
08 Aug 2010
First published
10 Sep 2010

Chem. Sci., 2010,1, 637-641

Unified synthesis of enantiopure β2h, β3h and β2,3-amino acids

S. Yu, H. Ishida, M. E. Juarez-Garcia and J. W. Bode, Chem. Sci., 2010, 1, 637 DOI: 10.1039/C0SC00317D

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