Asymmetric synthesis of (1R,2S,3R)-gamma-methyl-cis-pentacin by a kinetic resolution protocol

Simon Bailey; Stephen G Davies; Andrew D Smith; Jonathan M Withey

doi:10.1039/b209728c

Asymmetric synthesis of (1R,2S,3R)-gamma-methyl-cis-pentacin by a kinetic resolution protocol

Chem Commun (Camb). 2002 Dec 7:(23):2910-1. doi: 10.1039/b209728c.

Authors

Simon Bailey¹, Stephen G Davies, Andrew D Smith, Jonathan M Withey

Affiliation

¹ Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, UK OX1 3QY.

PMID: 12478808
DOI: 10.1039/b209728c

Abstract

The asymmetric synthesis of (1R,2S,3R)-3-methyl-2-amino-cyclopentane carboxylic acid has been achieved via kinetic resolution of racemic tert-butyl 3-methyl-cyclopentene-1-carboxylate with homochiral lithium (S)-N-benzyl-N-alpha-methylbenzylamide.