The Journal of Organic Chemistry

Reactions of lithio derivatives of carboxylic acids. 1. 3-Methyl-2-butenoic acids

E Parham William, DW Boykin

Index: Parham,W.E.; Boykin,D.W. Journal of Organic Chemistry, 1977 , vol. 42, # 2 p. 260 - 263

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Abstract

Halogen-metal exchange with 2-bromo-3-methyl-2-butenoic acid at-100" C leads to a stable lithiovinyl intermediate which reacts with a variety of electrophiles to afford 2-alkylated derivatives in good yields. Reaction of 3-methyl-2-butenoic acid with n-and tert-butyllithium followed by protonation or alkylation is discussed.

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