A NEW ENANTIOSELECTIVE SYNTHESIS OF GLYCIDATES VIA DYNAMIC KINETIC RESOLUTION OF RACEMIC 2-CHLORO-3-KETO ESTERS USING CHIRAL RU(II) COMPLEXES

被引：68

作者：

GENET, JP

DEANDRADE, MCC

RATOVELOMANANAVIDAL, V

机构：

[1] Laboratoire de Synthèse Organique, Associé au C.N.R.S., Ecole Nationale Supérieure de Chimie de Paris, 75231 Paris Cedex 05

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 12期

关键词：

ASYMMETRIC HYDROGENATION; CHIRAL RUTHENIUM (II) CATALYSTS; DYNAMIC KINETIC RESOLUTION; 2,3-EPOXY ESTERS;

D O I：

10.1016/0040-4039(95)00182-C

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-chloro-3-keto esters were quantitatively hydrogenated to syn and anti 2-chloro-3-hydroxyester by asymmetric hydrogenation with chiral ruthenium (Ii) catalysts prepared in-situ from (COD)Ru(2-Methylallyl)(2) in presence of atropisomeric ligands such as MeO-Biphep and Binap, giving enantioselectivity up to 99%. 2-chloro-3-hydroxy esters were treated with different bases to give (E)- and (Z)-2,3-epoxyalkanoates in 65-90% yields with 84-97% ee.

引用

页码：2063 / 2066

页数：4

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