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Synthesis 2011(18): 3020-3026  
DOI: 10.1055/s-0030-1260136
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Straightforward Approach towards Functionalized γ-Hydroxy and Heterocyclic Amino Acids

Ameer F. Zahoor, Uli Kazmaier*
Institut für Organische Chemie, Universität des Saarlandes, 66123 Saarbrücken, Germany
Fax: +49(681)3022409; e-Mail: u.kazmaier@mx.uni-saarland.de;
Further Information

Publication History

Received 23 May 2011
Publication Date:
28 July 2011 (online)

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Abstract

Regioselective ring opening of epoxides by chelated enolates in combination with Dess-Martin oxidation provides a straightforward approach towards γ-oxo amino acids, which are ideal substrates for carbonyl additions and the synthesis of heterocycles.

Key words

amino acids - chelated enolates - epoxides - epoxide openings - γ-hydroxy amino acids - γ-oxo amino acids

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