THE ASYMMETRIC-SYNTHESIS OF AN ISOMER OF PODOPHYLLOTOXIN

被引：11
|
作者：
PELTER, A
WARD, RS
STORER, NP
机构：
[1] Chemistry Department, University of Wales, Swansea, Swansea, SA2 8PP, Singleton Park
来源：
TETRAHEDRON | 1994年 / 50卷 / 36期
关键词：
D O I：
10.1016/S0040-4020(01)89274-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Tandem conjugate addition by an O-silylcyanohydrin derived carbanion to 5-(1-menthyloxy)-2(5H)-furanone, followed by reaction with an aromatic aldehyde gives two diastereoisomeric adducts. These afford a single product on treatment with tetrabutylammonium fluoride. Reduction with concomitant removal of the menthyloxy group, followed by acid catalysed cyclisation gave a homochiral tetrahydronaphthalene retrolactone which is an interesting structural isomer of podophyllotoxin.
引用
收藏
页码：10829 / 10838
页数：10
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