ORGANOALUMINUM-PROMOTED CYCLOADDITION OF TRIALKYLSILYLKETENE WITH ALDEHYDES - A NEW, STEREOSELECTIVE APPROACH TO CIS-2-OXETANONES AND 2(Z)-ALKENOIC ACIDS

被引：38

作者：

CONCEPCION, AB ^{[1
]}

MARUOKA, K ^{[1
]}

YAMAMOTO, H ^{[1
]}

机构：

[1] NAGOYA UNIV,SCH ENGN,CHIKUSA KU,NAGOYA,AICHI 46401,JAPAN

来源：

TETRAHEDRON | 1995年 / 51卷 / 14期

关键词：

D O I：

10.1016/0040-4020(95)00142-U

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The exceptionally bulky methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (MABR) can be successfully utilized as a highly efficient Lewis acid for achieving high stereoselectivity in the cycloaddition of trialkylsilylketene with aldehydes. This method serves as a highly effective route to the synthesis of cis-2-oxetanones from saturated aldehydes, and the synthesis of 2(Z)-alkenoic acids from aromatic and alpha,beta-unsaturated aldehydes.

引用

页码：4011 / 4020

页数：10

共 68 条

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