3-COMPONENT COUPLING SYNTHESIS OF PROSTAGLANDINS - A SIMPLIFIED, GENERAL PROCEDURE

被引：92

作者：

SUZUKI, M ^{[1
]}

MORITA, Y ^{[1
]}

KOYANO, H ^{[1
]}

KOGA, M ^{[1
]}

NOYORI, R ^{[1
]}

机构：

[1] NAGOYA UNIV,DEPT CHEM,CHIKUSA,NAGOYA 46401,JAPAN

来源：

TETRAHEDRON | 1990年 / 46卷 / 13-14期

关键词：

D O I：

10.1016/S0040-4020(01)85596-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of dimethylzinc, (R)-tert-butyldimethylsiloxy-2-cyclopentenone can be linked with (S,E)-1-lithio-3-tert-butyldimethylsiloxy-1-octene and methyl 7-1odo-5-heptynoate, giving a protected 5,6didehydroprostaglandin E2- Use of an ω side-chain aldehyde or nitroalkene in place of the propargylic iodide affords the C-7 and C-6 functionalized prostaglandins, respectively. This new protocol constitutes the simplest three-component method for the synthesis of various natural and unnatural prostaglandins. © 1990.

引用

页码：4809 / 4822

页数：14

共 35 条

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