LITHIUM DERIVATIVES FROM ENANTIOMERICALLY PURE 2-(2'-HALOETHYL) DIOXOLANES - FORMATION AND USE AS CHIRAL PROPANAL HOMOENOLATE SYNTHONS

被引：12

作者：

GARCIAVALVERDE, M

PEDROSA, R

VICENTE, M

机构：

[1] Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid. Doctor Mergelina s/n

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 07期

关键词：

D O I：

10.1016/0957-4166(95)00225-E

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Condensation of acetals of 3-chloro- and 3-bromopropanal with (-)-1,4-di-O-benzyI-L-threitol and (-)cis-2,3-bomanediol leads to the corresponding 2-(2'-chloroethyl-)- and 2-(2'-bromoethyl)dioxolanes that were converted into the Li-derivatives by transhalometallation with t-butyllithium in excellent yields. These chiral propanal homoenolates react with benzaldehyde and acetophenone yielding carbinols in moderate chemical yields and low diastereomeric excesses.

引用

页码：1787 / 1794

页数：8

共 18 条

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