Tetrahedron letters

Synthesis of chiral esters of acetylenedicarboxylic acid

JL Charlton, G Chee

Index: Charlton, James L.; Chee, Gaiklean Tetrahedron Letters, 1994 , vol. 35, # 34 p. 6243 - 6246

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Citation Number: 7

Abstract

Abstract A general method for the preparation of acetylenedicarboxylic acid esters has been investigated and several esters have been prepared in excellent yield. The bis-(methyl (S)- lactyl), bis-(methyl (R)-mandelyl), and bis-menthyl esters were prepared, as well as achiral diaryl and dialkyl esters. The esters were synthesized from the corresponding dibromofumarates by 2, 3-dibromo elimination using zinc or zinc amalgam in THF at room ...