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Enantioselective Total Synthesis of Peloruside A:  A Potent Microtubule Stabilizer

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journal contribution
posted on 06.03.2008, 00:00 by Arun K. Ghosh, Xiaoming Xu, Jae-Hun Kim, Chun-Xiao Xu
An enantioselective total synthesis of (+)-peloruside A (1) is described. Peloruside A (1) is a potent microtubule stabilizer with significant clinical potential. The synthesis is convergent and involves the assembly of C1−C10 segment 2 and C11−C24 segment 3 by a novel aldol protocol followed by Yamaguchi macrolactonization of the resulting seco-acid, selective methylation of hemi-ketal and removal of the protecting groups to peloruside A.