Tetrahedron Letters

Unusual regioselectivity in Pd (0)-catalyzed coupling of allylic monoacetates and nitroalkanes: one-pot isomerization–alkylation

PM Khan, KS Bisht

Index: Khan, Pasha M.; Bisht, Kirpal S. Tetrahedron Letters, 2010 , vol. 51, # 10 p. 1407 - 1410

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Abstract

A hitherto unknown palladium-catalyzed reaction of nitroalkanes with hydroxy allylic acetates is reported. The reaction led to the formation of γ-nitrocarbonyl compounds instead of the usual unsaturated nitroalcohol expected upon displacement of the allylic acetate group.