Modular Prolinol Chiral Ligands for Enantioselective Addition of Diethylzinc to Aromatic Aldehydes

被引：0

作者：

Gou, Shaohua ^{[1
,2
]}

Ye, Zhongbin ^{[1
,2
]}

Feng, Mingming ^{[2
]}

Jiang, Wenchao ^{[2
]}

机构：

[1] SW Petr Univ, State Key Lab Oil & Gas Reservoir Geol & Exploita, Chengdu 610500, Peoples R China

[2] SW Petr Univ, Sch Chem & Chem Engn, Chengdu 610500, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 07期

关键词：

Addition reaction; aldehyde; C1-symmetric; diethylzinc; prolinol; BETA-AMINO DISULFIDE; ACID-BASE CATALYSTS; ASYMMETRIC ADDITION; ORGANOZINC ADDITION; REAGENTS; ALCOHOLS; BENZALDEHYDE; DERIVATIVES; DIALKYLZINC; COMPLEXES;

D O I：

10.1080/00397911.2011.615047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective addition of diethylzinc (ZnEt2) to a series of aromatic aldehydes was promoted using a modular prolinol chiral ligand, 2-(S)-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)methyl)-4-nitrophenol (1a), without using titanium complex. The catalytic system employing 15 mol% of 1a was found to promote the addition of diethylzinc to a wide range of aromatic aldehydes with electron-donating and electron-withdrawing substituents, giving up to 86% ee of the corresponding secondary alcohol under mild conditions.

引用

页码：941 / 950

页数：10

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