Phosphine-Catalyzed [4 + 2] Annulation of 纬-Substituent Allenoates: Facile Access to Functionalized Spirocyclic Skeletons

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• 作者：Erqing Li ; You Huang ; Ling Liang ; Peizhong Xie
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：June 21, 2013
• 年：2013
• 卷：15
• 期：12
• 页码：3138-3141
• 全文大小：255K
• 年卷期：v.15,no.12(June 21, 2013)
• ISSN：1523-7052

文摘

The first phosphine-catalyzed [4 + 2] annulation of 纬-substituted allenoates with 2-arylidene-1H-indene-1,3(2H)-diones is disclosed. In the reaction, the 纬-substituted allenoate serves as a new type of 1,4-dipolar synthon; this broadens the application of 纬-substituted allenoates. This method also offers a powerful approach to the construction of highly substituted spiro[4.5]dec-6-ene skeletons in excellent yields, and with complete regioselectivity and high diastereoselectivity.