Enantioselective addition of organozinc reagents to aldehydes catalyzed by 3,3′-bis(diphenylphosphinoyl)-BINOL

被引：64

作者：

Hatano, M ^{[1
]}

Miyamoto, T ^{[1
]}

Ishihara, K ^{[1
]}

机构：

[1] Nagoya Univ, Grad Sch Engn, Nagoya, Aichi 4648603, Japan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2005年 / 347卷 / 11-13期

关键词：

asymmetric catalysis; binaphthol; diethylzinc; enantioselective addition; phosphine oxides; secondary alcohols;

D O I：

10.1002/adsc.200505221

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The enantioselective addition of organozinc reagents to aromatic and aliphatic aldehydes I gives secondary alcohols 2 with excellent enantioselectivities in high yields through the catalytic use of (R)-3,3'-bis(diphenylphosphinoyl)-BINOL (3) or (R)-3,3'-bis(diphenylthiophosphinoyl)-BINOL (4) without Ti(IV) complexes. The coordination of the O or S atom of a (thio)phosphinoyl group bearing a BINOL backbone to organozinc reagents can efficiently increase the nucleophilicity of the organozinc reagents.

引用

页码：1561 / 1568

页数：8

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