A CATALYTIC EFFECT OF ZNCL2 DURING DIBAL REDUCTION OF BETA-KETOSULFOXIDES

被引：57

作者：

SOLLADIECAVALLO, A

SUFFERT, J

ADIB, A

SOLLADIE, G

机构：

[1] Département de chimie organique fine associé au CNRS, EHICS, 67008 Strasbourg

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)97137-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

High asymmetric inductions (>94/6) are obtained upon DIBAL reduction of β-ketosulfoxides in the presence of non-stoichiometric amounts of ZnCl2 (0.5 equiv, to 0.05 equiv.). Intramolecular hydride transfer and new chelated models are proposed to explain the observed stereoselectivity. © 1990.

引用

页码：6649 / 6652

页数：4

共 5 条

[1]

[Anonymous], 1972, ADV INORG CHEM

[2]

CARRENO C, 1990, J ORG CHEM, V55, P2120

[3] HIGHLY DIASTEREOSELECTIVE REDUCTION OF CHIRAL BETA-KETOSULFOXIDES UNDER CHELATION CONTROL - APPLICATION TO THE SYNTHESIS OF (R)-(+)-N-HEXADECANO-1,5-LACTONE [J].