L-Proline-Derived Tertiary Amino Alcohols as Chiral Ligands for Enantioselective Addition of Diethylzinc to Aldehydes

被引：1

作者：

Xu, Zhou ^{[1
]}

Bo, Rongcheng ^{[2
]}

Wu, Nan ^{[3
]}

Wan, Yu ^{[2
]}

Wu, Hui ^{[2
]}

机构：

[1] Xuzhou Med Coll, Dept Chem, Xuzhou 221004, Peoples R China

[2] Xuzhou Normal Univ, Coll Chem & Chem Engn, Xuzhou 221116, Peoples R China

[3] Xuzhou AF Coll, Dept Aviat Oil & Mat, Xuzhou 221110, Peoples R China

来源：

LETTERS IN ORGANIC CHEMISTRY | 2011年 / 8卷 / 08期

关键词：

Diethyl zinc; enantioselectivity; secondary alcohol; tertiary amino alcohol; ACID-BASE CATALYSTS; ORGANOZINC REAGENTS; AROMATIC-ALDEHYDES; CARBONYL-COMPOUNDS; ORGANOMETALLIC REAGENTS; ASYMMETRIC ALKYLATION; DIALKYLZINC ADDITION; RECENT PROGRESS; KETONES; BENZALDEHYDE;

D O I：

10.2174/157017811797249380

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of L-proline derived tertiary amino alcohols was used as chiral ligands in the asymmetric addition reaction of Et2Zn to aldehydes. Among these ligands, it was found that ligand 1b which has the biggest steric and electron-donating substituent at the nitrogen position yielded the highest enantioselectivities when applied in the catalytic asymmetric addition of diethylzinc to p-chlorobenzadehyde. The experiment results of our paper may supply useful experience to help in revealing the relationship between ligand structure and ee values of the products.

引用

页码：582 / 586

页数：5

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