Efforts directed toward the synthesis of colchicine: application of palladium-catalyzed siloxane cross-coupling methodology

…, CJ Handy, P DeShong

Index: Seganish, W. Michael; Handy, Christopher J.; DeShong, Philip Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 8948 - 8955

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Citation Number: 31

Abstract

Colchicine is an important and synthetically challenging natural product. The key synthetic step in this approach to the synthesis of colchicine involved a palladium-catalyzed cross- coupling reaction between 5-bromotropolone (4) and an aryl siloxane to form the aryl- tropolone bond. The coupling of a variety of highly functionalized aryl siloxane derivatives was investigated and optimized coupling conditions were developed. It was discovered ...