AN EFFICIENT AND CONVENIENT SYNTHESIS OF BRIDGED DELTA-LACTONES

被引:12
作者
KIDO, F
KAWADA, Y
KATO, M
YOSHIKOSHI, A
机构
[1] Institute for Chemical Reaction Science, Tohoku University, Aoba-ku, Sendai, 980, Katahira
关键词
D O I
10.1016/0040-4039(91)80778-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
endo-4-Ethoxycarbonyl-4-(phenylthio)-9-methylene-2-oxabicyclo-[3.3.1]nonan-3-ones (5a-c) and their related compounds 5e-h, and endo-4-ethoxycarbonyl-4-(phenylthio)-8-methylene-2-oxabicyclo[3.2.1]octan-3-one (5d) were synthesized from alpha-diazomalonates 3 of 2-(phenylthio)cyclohex-2-en-1-ols (1a-c) and their related compounds 1e-h, and 2-(phenylthio)cyclopent-2-en-1-ol (1d), respectively, via the [2,3]sigmatropic rearrangement of cyclic allylsulfonium ylides 4.
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页码:6159 / 6162
页数:4
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