A Concise Synthetic Approach to the Sorbicillactones: Total Synthesis of Sorbicillactone A and 9-epi-Sorbicillactone A

详细信息    查看全文

• 作者：Kelly A. Volp ; Diane M. Johnson ; Andrew M. Harned
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：September 2, 2011
• 年：2011
• 卷：13
• 期：17
• 页码：4486-4489
• 全文大小：764K
• 年卷期：v.13,no.17(September 2, 2011)
• ISSN：1523-7052

文摘

A concise (12 step) total synthesis of sorbicillactone A and 9-epi-sorbicillactone A is reported. Unlike typical routes to the sorbicillinoids, this strategy does not start from sorbicillin and allows for the production of the bicyclic core on a multigram scale. The intramolecular conjugate addition of a tethered malonate serves as an effective means of introducing the lactone ring and provides a synthetic handle for installing the amide nitrogen.