Asymmetric Reductive Aldol-Type Reaction with Carbonyl Compounds Using Dialkyl Tartrate as a Chiral Ligand

被引：7

作者：

Isoda, Motoyuki ^{[1
]}

Sato, Kazuyuki ^{[1
]}

Tokura, Yoriko ^{[1
]}

Tarui, Atsushi ^{[1
]}

Omote, Masaaki ^{[1
]}

Ando, Akira ^{[1
]}

机构：

[1] Setsunan Univ, Fac Pharmaceut Sci, Hirakata, Osaka 5730101, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2014年 / 62卷 / 10期

关键词：

asymmetric reaction; reductive aldol-type reaction; aldol-type cyclization; RhCl(PPh3)(3); biszinctartrate complex; REFORMATSKY-TYPE REACTION; TARTARIC ACID-ESTER; ALKYNYLZINC REAGENTS; COUPLING REACTION; CATALYZED ALDOL; KETONES; CYCLIZATIONS; CYCLOREDUCTIONS; SELECTIVITY; AUXILIARY;

D O I：

10.1248/cpb.c14-00223

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An asymmetric reductive aldol-type reaction of alpha n beta-unsaturated esters with carbonyl compounds using Rh catalyst and Et2Zn was investigated. A chiral zinc complex from alpha,beta-unsaturated ester was easily generated as the key intermediate from Et2Zn and Wilkinson's catalyst with diisopropyl L-(+)-tartrate to give a variety of enantioenriched beta-hydroxy esters. The reaction was also applied to the intramolecular reductive aldol cyclization.

引用

页码：956 / 961

页数：6

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