New reaction of glycidols with oxalyl chloride and phosgene—an approach to cyclic esters

…, AV Pashagin, EI Strunskaya, AT Gubaydullin…

Index: Bredikhin; Pashagin; Strunskaya; Gubaydullin; Litvinov; Bredikhina Russian Chemical Bulletin, 1999 , vol. 48, # 11 p. 2086 - 2090

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Abstract

Abstract 2, 3-Epoxy alcohols (glycidols) react with carboxylic acid dichlorides to form cyclic esters of 3-chloro-1, 2-diols. The reaction proceeds with complete retention of the configuration of the C (2) atom of the initial glycidol and with predominant (but not complete) inversion of the configuration of the C (3) atom in the final heterocycle.