Issue 3, 2001

Studies on the preparation of camphorylidene derivatives of α-amino acids

Abstract

An improved method has been developed for the efficient synthesis of stable camphor imine salts. Camphor imine readily undergoes transimination with α-amino acid ester hydrochlorides to yield camphorylidene amino acid derivatives with E stereochemistry about the C[double bond, length half m-dash]N double bond. Sodium cyanoborohydride reduction of the derived ketimines gives exo-bornylamines.

Graphical abstract: Studies on the preparation of camphorylidene derivatives of α-amino acids

Article information

Article type
Paper
Submitted
21 Sep 2000
Accepted
06 Dec 2000
First published
11 Jan 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 248-260

Studies on the preparation of camphorylidene derivatives of α-amino acids

D. L. Gamble, W. P. Hems and B. Ridge, J. Chem. Soc., Perkin Trans. 1, 2001, 248 DOI: 10.1039/B007659G

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