Total synthesis of (.+-.)-pancratistatin

S Danishefsky, JY Lee

Index: Danishefsky; Lee Journal of the American Chemical Society, 1989 , vol. 111, # 13 p. 4829 - 4837

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Citation Number: 174

Abstract

Abstract: The total synthesis of the antitumor title compound has been accomplished. Among the key steps was an iodolactonization of a cyclohexadiene bearing a neighboring carboxamido group mediated by an ortho-stannylated phenol (see 16-. 17). A series of cis vicinal functionalization reactions were used to control stereochemistry. The scheme was applicable as a consequence of an intervening Overman rearrangement of a highly ...