New synthetic routes to the kainoids: a synthesis of kainic acid and its analogues

被引:11
|
作者
Parsons, Philip J. [1 ]
Rushton, Stephen P. G. [1 ]
Panta, Raghava R. [1 ]
Murray, Adrian J. [1 ]
Coles, Martyn P. [1 ]
Lai, Jason [1 ]
机构
[1] Univ Sussex, Sch Life Sci, Dept Chem, Brighton BN1 9QJ, E Sussex, England
关键词
Excitatory amino acids; Nitrile oxide; Kainate; Ene-reaction; Isoxazolidinone; ENANTIOSELECTIVE TOTAL-SYNTHESIS; (-)-KAINIC ACID; (-)-ALPHA-KAINIC ACID; (+)-ALPHA-ALLOKAINIC ACID; CYCLIZATION; INSERTION;
D O I
10.1016/j.tet.2011.10.030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New approaches to the synthesis of kainic acid and its analogues are presented. Two distinctly different approaches are described; the former utilised an intermolecular nitrile oxide addition to a homochiral substrate to furnish epikainate models and the second utilised amino acid chemistry to secure kainic acid. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10267 / 10273
页数:7
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