Tetrahedron

Synthesis, chiroptical properties and absolute configuration of α-phenylglycidic acid

CP Whitman, JC Craig, GL Kenyon

文献索引：Whitman, Christian P.; Craig, J. Cymerman; Kenyon, George L. Tetrahedron, 1985 , vol. 41, # 7 p. 1183 - 1192

全文：HTML全文

被引用次数: 14

摘要

The (+)-and (-) enantiomers of potassium α-phenylglycidate, an irreversible inhibitor of the enzyme mandelate racemase, were synthesized by resolution of the diastereomeric esters with R-(-)-2-octanol. Base-catalyzed ring-opening of the resolved α-phenylglycidate esters gave the enantiomers of 2, 3-dihydroxy-2-phenylpropanoic acid, also obtained by resolution of the racemic dihydroxy acid using ephedrine. A comparison of the chiroptical properties ...