DIASTEREOSELECTIVE CYCLOCONDENSATION OF ELECTRON-RICH DIENES WITH CHIRAL THIO-SUBSTITUTED ALDEHYDES

被引：6

作者：

ANNUNZIATA, R ^{[1
]}

CINQUINI, M ^{[1
]}

COZZI, F ^{[1
]}

COZZI, PG ^{[1
]}

RAIMONDI, L ^{[1
]}

机构：

[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 13期

关键词：

D O I：

10.1021/jo00039a019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Lewis acid-promoted cyclocondensation between two electron -rich dienes with a series of racemic alpha- and beta-thio-substituted aldehydes has been studied. Boron trifluoride etherate proved to be the catalyst of choice, affording satisfactory chemical yields and generally good diastereoselectivities. Other Lewis acidic catalysts gave lower yields and in some cases reversed the sense of the diastereoselection. A rationalization of the stereochemical results is presented.

引用

页码：3605 / 3609

页数：5

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