Total Synthesis of Aplyronine C

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• 作者：Ian Paterson ; Sarah J. Fink ; Lydia Y. W. Lee ; Stephen J. Atkinson ; Simon B. Blakey
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：June 21, 2013
• 年：2013
• 卷：15
• 期：12
• 页码：3118-3121
• 全文大小：309K
• 年卷期：v.15,no.12(June 21, 2013)
• ISSN：1523-7052

文摘

A highly stereocontrolled total synthesis of the cytotoxic marine macrolide aplyronine C is described. The route exploits aldol methodology to install the requisite stereochemistry and features a crucial boron-mediated aldol coupling of an N-vinylformamide-bearing methyl ketone with a macrocyclic aldehyde to introduce the full side chain. The synthesis of two novel C21鈥揅34 side chain analogs is also reported.