SYNTHESIS, RESOLUTION AND ASSIGNMENT OF ABSOLUTE-CONFIGURATION OF 2-(ALPHA-HYDROXY)ARYL ACRYLATE ESTERS

被引：29

作者：

DREWES, SE

EMSLIE, ND

FIELD, JS

KHAN, AA

RAMESAR, N

机构：

[1] Department of Chemistry, University of Natal, Pietermaritzburg

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(00)80204-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(-) (R,R)-2-Amino-1-(4-nitrophenyl)propan-1,3-diol 3 has been used to resolve racemic 3-hydroxy-2-methylene-3-phenylpropanoic acid 1a. Conversion of the laevorotatory enantiomer into anti and syn methyl 3-hydroxy-2-methyl-3-phenylpropanoate, 2a and 2b respectively, was achieved with Pd/H2. Correlation of the specific rotations of 2a and 2b with isomers of known configuration established the absolute configuration of 4a as R. This was confirmed independently by X-ray crystallography.

引用

页码：255 / 260

页数：6

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