Total synthesis of the antimitotic bicyclic peptide celogentin C

B Ma, B Banerjee, DN Litvinov, L He…

文献索引：Ma, Bing; Banerjee, Biplab; Litvinov, Dmitry N.; He, Liwen; Castle, Steven L. Journal of the American Chemical Society, 2010 , vol. 132, # 3 p. 1159 - 1171

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被引用次数: 34

摘要

An account of the total synthesis of celogentin C is presented. A right-to-left synthetic approach to this bicyclic octapeptide was unsuccessful due to an inability to elaborate derivatives of the right-hand ring. In the course of these efforts, it was discovered that the mild Braslau modification of the McFadyen− Stevens reaction offers a useful method of reducing recalcitrant esters to aldehydes. A left-to-right synthetic strategy was then ...