A Convergent Strategy for the Synthesis of Polycyclic Ethers by Using Oxiranyl Anions

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• 作者：Takeo Sakai ; Ai Sugimoto ; Yuji Mori
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：November 4, 2011
• 年：2011
• 卷：13
• 期：21
• 页码：5850-5853
• 全文大小：808K
• 年卷期：v.13,no.21(November 4, 2011)
• ISSN：1523-7052

文摘

A new [X+2+Y]-type for the convergent synthesis of polycyclic ethers based on an oxiranyl anion strategy was developed. The sequence involves nucleophilic substitution of a triflate with an oxiranyl anion followed by 6-endo cyclization, ring expansion, and reductive etherification. The protocol features a flexible approach toward trans-fused polycyclic arrays consisting of six- and seven-membered ether rings from the same starting materials.