The first catalytic asymmetric addition of diethylzinc to aldehyde promoted by chiral thiourea

被引：0

作者：

Qiao, Zhi Guo ^{[1
]}

Shen, Tian Hua ^{[1
]}

Fu, Zhen Fang ^{[1
]}

Li, Jun Qi ^{[1
]}

Wang, Hong ^{[1
]}

Song, Qing Bao ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2011年 / 22卷 / 11期

关键词：

Chiral thiourea; Diethylzinc; Amino alcohol; C-2-symmetric; Enantioselective addition; ENANTIOSELECTIVE MICHAEL ADDITION; MANNICH REACTION; ORGANOCATALYSTS; KETONES;

D O I：

10.1016/j.cclet.2011.07.015

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of C-2-symmetric and asymmetric chiral thiourea derivatives were synthesized from commercial L-phenylalanine. All of the new compounds have been fully characterized by IR, H-1 NMR, C-13 NMR, MS spectra and elemental analyses. The chiral thioureas were used as chiral ligands in the catalytic enantioselective ethylation of aldehydes with diethylzinc, the corresponding sec-alcohols were gained with excellent enantioselectivities (up to 87.1% ee) and high yields (up to 76.7%) after the conditions were optimized. (C) 2011 Qing Bao Song. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

引用

页码：1265 / 1268

页数：4

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