Synthesis of Fused-尾-Lactams through Selective Gold-Catalyzed Oxycyclization of Dioxolane-Tethered Enynes

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• 作者：Benito Alcaide ; Pedro Almendros ; Teresa Mart铆nez del Campo ; M. Rosario Torres
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：September 20, 2013
• 年：2013
• 卷：78
• 期：18
• 页码：8956-8965
• 全文大小：505K
• 年卷期：v.78,no.18(September 20, 2013)
• ISSN：1520-6904

文摘

The gold-catalyzed preparation of 2-azetidinone-fused oxacycles was accomplished from 尾-lactam-linked enynes through heterocyclization reaction taking advantage of the acetonide pendant group. While the synthesis of fused tetrahydrofuran-尾-lactams from 1,3-enynes could be considered as an unusual metal-catalyzed cyclization of enynols, 伪-alkoxy dioxolane-tethered 1,3-enynes exclusively undergo bis-oxycyclization to afford tricyclic bridged acetals.