Synthetic communications

α′-HYDROXY-α, β-UNSATURATED TOSYLHYDRAZONES: PREPARATION AND USE AS INTERMEDIATES FOR CARBONYL AND ENONE TRANSPOSITIONS

LHB Baptistella, AM Aleixo

Index: Baptistella, Lucia H. B.; Aleixo, Adriana M. Synthetic Communications, 2002 , vol. 32, # 19 p. 2937 - 2950

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Citation Number: 4

Abstract

ABSTRACT Regiospecifically generated α, β-unsaturated tosylhydrazones dianions are treated with molecular oxygen, yielding α′-hydroxy-α, β-unsaturated tosylhydrazones, versatile intermediates for organic synthesis. They proved to be useful for 1, 2-carbonyl and 1, 2-enone transpositions, and also permitted the preparation of α′-hydroxy enones in very high yields.