ENANTIOPURE HYDROXYLACTONES FROM L-ASCORBIC AND D-ISOASCORBIC ACIDS .2. SYNTHESIS OF (-)-(5R, 6S)-6-ACETOXY-5-HEXADECANOLIDE AND ITS DIASTEREOMERS

被引:13
作者
GRAVIERPELLETIER, C
LEMERRER, Y
DEPEZAY, JC
机构
[1] Université René Descartes, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, associé au CNRS, 75270 Paris Cedex 06, 45, rue des Saints Pères
关键词
L-ASCORBIC ACID; D-ISOASCORBIC ACID; 6-HYDROXY-DELTA-VALEROLACTONES; MOSQUITO OVIPOSITION ATTRACTANT PHEROMONE; BIS-EPOXIDE; MITSUNOBU REACTION;
D O I
10.1016/0040-4020(94)01033-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Strategies to enantiopure 6-hydroxy-delta-valerolactones, through bis-epoxide formal equivalents issued from L-ascorbic and D-isoascorbic acids, are studied. The approaches notably involve Mitsunobu reaction on diols or triols and opening of the resulting epoxides.
引用
收藏
页码:1663 / 1674
页数:12
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