CHIRAL LEWIS-ACIDS DERIVED FROM 1,8-NAPHTHALENEDIYLBIS(DICHLOROBORANE) - MECHANISTIC ASPECTS

被引：46

作者：

REILLY, M ^{[1
]}

OH, T ^{[1
]}

机构：

[1] SUNY BINGHAMTON,DEPT CHEM,BINGHAMTON,NY 13902

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 02期

关键词：

D O I：

10.1016/0040-4039(94)02227-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral Lewis acids derived from 1,8-Naphthalenediylbis(dichloroborane), a novel bidentate Lewis acid, have been found to be active catalysts for the asymmetric Diels-Alder reaction. Utilizing chiral ligands derived from amino acids, a range of enantioselectivities have been achieved with cyclopentadiene and various alpha,beta-unsaturated aldehydes. Some mechanistic aspects of this novel asymmetric bidentate catalyst have been addressed.

引用

页码：221 / 224

页数：4

共 33 条

[31]

TAKASU M, 1990, SYNLETT, P194

[32] COMPUTATIONAL MODELING OF STEREOSELECTIVITY IN THE DIELS-ALDER REACTIONS OF DIENOL ESTERS OF O-METHYLMANDELIC ACID AND THE QUESTION OF PI-STACKING [J].