An Aldol-Based Synthesis of (+)-Peloruside A, A Potent Microtubule Stabilizing Agent

详细信息    查看全文

• 作者：David A. Evans* ; Dennie S. Welch ; Alexander W. H. Speed ; George A. Moniz ; Andreas Reichelt ; Stephen Ho
• 刊名：Journal of the American Chemical Society
• 出版年：2009
• 出版时间：March 25, 2009
• 年：2009
• 卷：131
• 期：11
• 页码：3840-3841
• 全文大小：214K
• 年卷期：v.131,no.11(March 25, 2009)
• ISSN：1520-5126

文摘

A convergent synthesis of the marine natural product (+)-peloruside has been reported. This target has been assembled through the successive application of two methyl ketone boron aldol addition reactions to the latent C₇−C₁₁ dialdehyde synthon. This approach afforded a 22-step synthesis of this natural product. The influence of resident stereocenters on aldol reaction diastereoselection has been examined in detail.