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A Novel Method for the Asymmetric Synthesis of α,β-Diamino Acids by a Glucose-Mediated Stereoselective Strecker Reaction

✍ Scribed by Dong Wang; Peng-Fei Zhang; Biao Yu

Publisher: John Wiley and Sons
Year: 2007
Tongue: German
Weight: 88 KB
Volume: 90
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200790094

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✦ Synopsis

Abstract

A novel method for the asymmetric synthesis of α,β‐diamino acids by using the 2,3,4,6‐tetra‐O‐pivaloyl‐β‐D‐glucopyranosyl group (Piv~4~Glc) as chiral auxiliary was developed (Table and Scheme). The reaction was promoted by CuBr⋅Me~2~S as Lewis acid, and high yields and good diastereoselectivities were achieved.

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