Palladium-Catalyzed Reductive Coupling of Acid Chlorides with. beta.-Stannyl Enones: Synthesis of 1, 4-Diketones and Mechanistic Aspects

AM Echavarren, M Perez, AM Castano…

Index: Echavarren, Antonio M.; Perez, Marta; Castano, Ana M.; Cuerva, Juan M. Journal of Organic Chemistry, 1994 , vol. 59, # 15 p. 4179 - 4185

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Citation Number: 33

Abstract

The palladium-catalyzed coupling of acid chlorides with (E)-1, 2-bis (tri-n-butylstannyl) ethene or P-stannyl enones gives butane-l, &diones directly by reduction of the intermediate enedicarbonyl intermediate. The double bond conjugated with a single carbonyl group was not significantly reduced. The generality of the method is illustrated by two syntheses of the 1, 4-diketone ipomeanine. By performing the reaction at lower temperatures, a, P- ...