Enantioselective addition of diethylzinc to aldehydes catalyzed by o-xylylene-type chiral 1,4-amino alcohols with an aminal structure

被引：15

作者：

Asami, Masatoshi ^{[1
]}

Hasome, Ayano ^{[1
]}

Yachi, Naoyuki ^{[1
]}

Hosoda, Naoya ^{[1
]}

Yamaguchi, Yoshitaka ^{[1
]}

Ito, Suguru ^{[1
]}

机构：

[1] Yokohama Natl Univ, Grad Sch Engn, Dept Adv Mat Chem, Hodogaya Ku, 79-5 Tokiwadai, Yokohama, Kanagawa 2408501, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2016年 / 27卷 / 7-8期

关键词：

HIGHLY EFFICIENT CATALYSTS; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ORGANOZINC REAGENTS; AZIRIDINYL ALCOHOLS; 1,2-AMINO ALCOHOLS; BENZALDEHYDE; LIGANDS; DIALKYLZINCS; DIMETHYLZINC;

D O I：

10.1016/j.tetasy.2016.03.007

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of o-xylylene-type chiral 1,4-amino alcohols with an aminal structure was synthesized starting from (S)-2-(arylaminomethyl)pyrrolidine, o-bromobenzaldehyde, and a diaryl ketone. The enantioselective addition of diethylzinc to aldehydes was examined by using the 1,4-amino alcohols, and the corresponding chiral secondary alcohols were obtained with high enantioselectivities (up to 98% ee). (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：322 / 329

页数：8

共 56 条

[1] 1,2-amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis [J].