Tetrahedron Letters

Palladium on charcoal-catalyzed Fukuyama coupling reaction

T Shimizu, M Seki

Index: Shimizu, Toshiaki; Seki, Masahiko Tetrahedron Letters, 2001 , vol. 42, # 3 p. 429 - 432

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Citation Number: 39

Abstract

The Pd/C-catalyzed coupling reactions of thiol esters 1 with a zinc reagent 2 were accomplished in the presence of DMF leading to the polyfunctional ketones 3 in good yields under mild reaction conditions. The protocol was applied to the coupling reaction of a thiolactone 4c with a zinc reagent 2 to provide, after dehydration, a dehydrobiotin derivative 5c in 94% yield.