1ST TOTAL SYNTHESIS OF OPTICALLY PURE METHYL (2Z,8S,9R)-8,9-EPOXYDECA-4,6-DIYN-2-EN-10-HYDROXY-1-OATE AND ITS ACETATE, 2 NATURALLY-OCCURRING ANTIFEEDANTS

被引：28

作者：

GRANDJEAN, D ^{[1
]}

PALE, P ^{[1
]}

CHUCHE, J ^{[1
]}

机构：

[1] UNIV REIMS, CNRS, CHIM ORGAN PHYS LAB, BP 347, F-51100 REIMS, FRANCE

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 37期

关键词：

POLYACETYLENES; BROMOACETYLENES; YNE-YNE COUPLING; ACETYLENIC EPOXIDES; NATURAL PRODUCT SYNTHESIS;

D O I：

10.1016/S0040-4039(00)79091-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of the naturally occurring antifeedants 1a, and 1b is described, starting from optically pure (2S, 3R)-4-butyryloxy-2,3-epoxybutan-1-ol 2. (2R, 3S)-5-Bromo-2,3-epoxy-4-pentyn-1-ol 4 is the key intermediate in the synthesis.

引用

页码：5355 / 5358

页数：4

共 24 条

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