Synthesis of optically active 2,3-substituted-1,2,3,4-tetrahydro-4-quinolones using polyleucine

被引:32
作者
Chen, WP
Egar, AL
Hursthouse, MB
Malik, KMA
Mathews, JE
Roberts, SM
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[2] Univ Wales Coll Cardiff, Dept Chem, EPSRC Xray Crystallog Serv, Cardiff CF1 3TB, S Glam, Wales
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(98)01249-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polyleucine catalyzes the asymmetric epoxidation of enone (1) in a non-aqueous medium to provide epoxy-ketones (2) and (3) (81 and 84% yields respectively; >98% ee). The epoxy-ketones (2) and (3) are subsequently cyclized to give 1,2,3,4-tetrahydro-4-quinolones (4) and (5) respectively, (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8495 / 8498
页数:4
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