A mild, efficient and general method for the synthesis of trialkylsilyl (Z)-4-oxo-2-alkenoates and γ-hydroxybutenolides

被引:45
作者
Boukouvalas, J [1 ]
Lachance, N [1 ]
机构
[1] Univ Laval, Dept Chim, Quebec City, PQ G1K 7P4, Canada
关键词
gamma-hydroxybutenolides; trialkylsilyl (Z)-4-oxo-2-alkenoates; 2-trialkylsilyloxyfurans; dimethyldioxirane; oxidation;
D O I
10.1055/s-1998-1574
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Trialkylsilyloxyfurans react rapidly with dimethyldioxirane at -78 degrees C to provide trialkylsilyl (Z)-4-oxo-2-alkenoates whose hydrolysis delivers gamma-hydroxybutenolides with high efficiency; a short synthesis of a naturally occurring monoterpene gamma-hydroxybutenolide (4) is reported.
引用
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页码:31 / +
页数:3
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