THE CATALYTIC ASYMMETRIC ALDOL REACTION OF SILYL KETENE ACETALS WITH ALDEHYDES IN THE PRESENCE OF A CHIRAL BORANE COMPLEX - NITROETHANE AS A HIGHLY EFFECTIVE SOLVENT FOR CATALYTIC CONDITIONS

被引：96

作者：

KIYOOKA, S

KANEKO, Y

KUME, K

机构：

[1] Department of Chemistry, Kochi University, Kochi, 780, Akebono-cho

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 34期

关键词：

CATALYTIC; ASYMMETRIC; ALDOL REACTION; CHIRAL BORANE;

D O I：

10.1016/S0040-4039(00)61236-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Catalytic asymmetric aldol reaction of silyl ketene acetals with aldehydes in the presence of 20 mol % of the chiral borane reagent, prepared in situ from the p-nitrobenzenesulfonamide of (S)-valine and BH3.THF complex, gave beta-hydroxy carboxylic acid esters in good chemical yields along with excellent enantioselectivity under conditions that employ nitroethane as an effective solvent.

引用

页码：4927 / 4930

页数：4

共 15 条

[11] STEREOSELECTIVITY IN THE ALDOL REACTION - THE USE OF CHIRAL AND ACHIRAL OXAZOLINES AS THEIR BORON AZAENOLATES [J].