Asymmetric synthesis of β,γ-unsaturated α-amino acids via efficient kinetic resolution with cinchona alkaloids

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:19

Article

Hang, Jianfeng¹  Deng, Li¹ 

[1] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

关键词: beta,gamma-Unsaturated alpha-amino acids;    Modified cinchona alkaloids;    Asymmetric synthesis;    Catalysis;    Kinetic resolution;    Dynamic kinetic resolution;   

DOI  :  10.1016/j.bmcl.2009.03.152

来源: Elsevier

【 摘 要 】

The beta,gamma-unsaturated amino acids are versatile chiral building blocks and biologically interesting compounds. The asymmetric synthesis of beta,gamma-unsaturated amino acids presents a challenging task as these compounds are labile toward racemization as well as the undesirable double bond isomerization. An efficient, general and mild kinetic resolution with readily accessible and fully recyclable cinchona alkaloid catalysts has been developed to provide a reliably useful approach toward optically active beta,gamma-unsaturated amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

【 授权许可】

Free