A COMPARISON OF DIELS-ALDER CATALYSTS GENERATED FROM LINEAR AND VAULTED BIARYLS AND BROMOBORANE-DIMETHYLSULFIDE COMPLEX

被引：29

作者：

BAO, JM ^{[1
]}

WULFF, WD ^{[1
]}

机构：

[1] UNIV CHICAGO,DEPT CHEM,CHICAGO,IL 60637

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 19期

关键词：

D O I：

10.1016/0040-4039(95)00534-J

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Catalysts prepared from the vaulted biaryls 2 and 3 and bromoborane dimethylsulfide were compared with that generated from the linear biaryl 1 for their ability to provide enantioselective induction in the Diels-Alder reaction of cyclopentadiene and methacrolein. The fact that the S-enantiomers of 2 and 3 give opposite induction than the S-enantiomer of 1 and the fact that effective catalysts can not be generated from 1 and phenylboron dichloride suggests that the catalysts from 2 and 3 do not have the same structure as the C-3-symmetrical catalyst 4 produced from 1.

引用

页码：3321 / 3324

页数：4

共 14 条

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