Preparation of (2R, 3S)-(−)-and (2S, 3R)-(+)-2, 3-epoxy-2-methylbutanoic acids and some of their esters

JM Torres-Valencia, CM Cerda-García-Rojas…

Index: Torres-Valencia, J. Martin; Cerda-Garcia-Rojas, Carlos M.; Joseph-Nathan, Pedro Tetrahedron: Asymmetry, 1995 , vol. 6, # 7 p. 1611 - 1616

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Citation Number: 7

Abstract

Enantiomerically pure (2R, 3S)-(−)-and (2S, 3R)-(+)-2, 3-epoxy-2-methylbutanoic acids 7 and 8 were prepared from 2-methyl-2-butenoic acid 1 (tiglic acid). They were characterized by spectroscopic and optical activity data and their absolute configuration was determined by chemical correlation with (R)-(+)-and (S)-(−)-2-methyl-1, 2-butanediols. The corresponding methyl (16 and 17), menthyl (3 and 4), and 9α-angeloyloxy-1-oxolongipin- ...