C-2-SYMMETRICAL BICYCLIC DIOLS AS CHIRAL LIGANDS IN THE TITANATE-CATALYZED ENANTIOSELECTIVE ADDITION OF ALKYLZINC REAGENTS TO ALDEHYDES

被引：42

作者：

WALDMANN, H ^{[1
]}

WEIGERDING, M ^{[1
]}

DREISBACH, C ^{[1
]}

WANDREY, C ^{[1
]}

机构：

[1] FORSCHUNGSZENTRUM JULICH, FORSCHUNGSZENTRUM, INST BIOTECHNOL, D-52425 JULICH, GERMANY

来源：

HELVETICA CHIMICA ACTA | 1994年 / 77卷 / 08期

关键词：

D O I：

10.1002/hlca.19940770803

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiomerically pure C-2-symmetric 1,4-diols embodying bicyclic C-frameworks were synthesized by means of asymmetric carbo-Diels-Alder reactions as key steps (Scheme 1). They were investigated as chiral ligands in the enantioselective addition of ZnEt(2) to aromatic aldehydes. In the presence of 20-40 mol-% of the titanates formed from these diols and [Ti(i-PrO)(4)] at -78 degrees, the respective 1-arylpropanols were obtained with enantiomer ratios up to 93:7(Scheme 2, Table).

引用

页码：2111 / 2116

页数：6

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