ASYMMETRIC [2+2] CYCLOADDITION OF KETENE WITH ALDEHYDES CATALYZED BY ME3AL COMPLEXES OF AXIALLY CHIRAL 1,1'-BINAPHTHALENE-2,2'-DIOL DERIVATIVES

被引：30

作者：

TAMAI, Y ^{[1
]}

SOMEYA, M ^{[1
]}

FUKUMOTO, J ^{[1
]}

MIYANO, S ^{[1
]}

机构：

[1] TOHOKU UNIV,FAC ENGN,DEPT BIOCHEM & ENGN,AOBA KU,SENDAI,MIYAGI 980,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 12期

关键词：

D O I：

10.1039/p19940001549

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric [2 + 2] cycloaddition of ketene 1 with the aldehydes 2a-f, catalysed by axially chiral Lewis acids 3a-c afforded optically active 4-substituted oxetan-2-ones 4a-f in up to 56% enantiomeric excess (e.e.); the stereoselectivity of the reaction depended on the structure of the chiral Lewis acids and of the aldehydes, the order of addition of compounds 1 and 2 and on the solvents employed.

引用

页码：1549 / 1550

页数：2

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