Reaction of vanilmandelic acid and 4-hydroxybenzyl alcohol derivatives with L-ascorbic acid

MN Preobrazhenskaya, II Rozhkov, EI Lazhko…

Index: Preobrazhenskaya; Rozhkov; Lazhko; Yudina; Korolev Tetrahedron, 1997 , vol. 53, # 20 p. 6971 - 6976

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Citation Number: 14

Abstract

The interaction between vanilmandelic and L-ascorbic acids led to a cyclopent-2-en-one derivative, whereas the reaction of methyl vanilmandelate with L-ascorbic acid yielded 2- furancarboxylic acid as the major product. The model 3-substituted 4-hydroxybenzyl alcohols and L-ascorbic acid produced ascorbigen-type structures, which easily decarboxylated to give mixtures of the corresponding l-aryl-l-deoxyketoses.