A SHORT-STEP SYNTHESIS OF 14,15-DINOREUDESMANOLIDES USING INTRAMOLECULAR CYCLIZATION OF AN ALLYLSILANE

被引:28
作者
KURODA, C
SHIMIZU, S
SATOH, JY
机构
[1] Department of Chemistry, St. Paul's (Rikkyo) University, Toshima-ku
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 03期
关键词
D O I
10.1039/p19900000519
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
14,15-Dinoreudesman-12,6-olides, α-methylene-γ-lactones fused to a trans-decalin ring with all three possible stereochemistries, were synthesized from a simple dialdehyde monoacetal via intramolecular cyclization of ethyl 5-(2-formylcyclohexyl)-2-(trimethylsilylmethyl)pent-2-enoate. The stereoselectivity of the cyclization reaction is described.
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页码:519 / 524
页数:6
相关论文
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[31]   NEW LACTONE SYNTHESIS [J].
VORBRUGGEN, H ;
KROLIKIEWICZ, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (12) :876-877