Total synthesis of (+)-suaveolindole: establishment of its absolute configuration

EJ Velthuisen, SJ Danishefsky

Index: Velthuisen, Emile J.; Danishefsky, Samuel J. Journal of the American Chemical Society, 2007 , vol. 129, # 35 p. 10640 - 10641

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Citation Number: 27

Abstract

This communication describes two approaches toward the total synthesis of (+)- suaveolindole. The initial strategy uses a 6-exo-Heck cyclization to generate a transient sp3 carbopalladate. This intermediate was successfully coupled with an indole 3-stannane to assemble the majority of the carbon framework of the natural product. However, due to problems described herein, this interesting route was not viable. To reach our target, ...