Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate

Stephen G Davies; David Díez; Mohamed M El Hammouni; A Christopher Garner; Narciso M Garrido; Marcus J C Long; Rachel M Morrison; Andrew D Smith; Miles J Sweet; Jonathan M Withey

doi:10.1039/b308855c

Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate

Chem Commun (Camb). 2003 Oct 7:(19):2410-1. doi: 10.1039/b308855c.

Authors

Stephen G Davies¹, David Díez, Mohamed M El Hammouni, A Christopher Garner, Narciso M Garrido, Marcus J C Long, Rachel M Morrison, Andrew D Smith, Miles J Sweet, Jonathan M Withey

Affiliation

¹ The Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, UK OX1 3QY. steve.davies@chemistry.oxford.ac.uk

PMID: 14587706
DOI: 10.1039/b308855c

Abstract

Comparison of the kinetic and parallel kinetic resolutions of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate allows for the efficient synthesis of both (1R,2S,5S)- and (1S,2R,5R)-enantiomers of methyl 2-amino-5-tert-butyl-cyclopentane-1-carboxylate.