Transannular O-Heterocyclization: A Useful Tool for the Total Synthesis of Murisolin and 16,19-cis-Murisolin

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• 作者：Peter Persich ; Julia Kerschbaumer ; Sandra Helling ; Barbara Hildmann ; Birgit Wibbeling ; G眉nter Haufe
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：November 16, 2012
• 年：2012
• 卷：14
• 期：22
• 页码：5628-5631
• 全文大小：265K
• 年卷期：v.14,no.22(November 16, 2012)
• ISSN：1523-7052

文摘

Transannular O-heterocyclization is applied as a key step in a total synthesis. This highly stereoselective and metal-free transformation introduces four stereocenters in one step. It was chosen to be the pivotal step in the synthesis of Murisolin and 16,19-cis-Murisolin, two annonaceous acetogenins. The efficiency of this synthesis is further illustrated by a stereodivergent late-stage separation of both synthetic routes.