Diastereoselective Synthesis of Hexahydro-3H-pyrrolyzin-3-ones through Pd-Catalyzed Carboamination

详细信息    查看全文

• 作者：Luana Bagnoli ; Sandro Cacchi ; Giancarlo Fabrizi ; Antonella Goggiamani ; Catalina Scarponi ; Marcello Tiecco
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：March 19, 2010
• 年：2010
• 卷：75
• 期：6
• 页码：2134-2137
• 全文大小：739K
• 年卷期：v.75,no.6(March 19, 2010)
• ISSN：1520-6904

文摘

The reaction of readily available (5R)-5-but-3-en-1-ylpyrrolidin-2-one with aryl bromides, chlorides, or triflates in the presence of Pd₂(dba)₃, Xphos, and Cs₂CO₃ in 1,4-dioxane at 120 °C affords (5R,7aR)-5-aryl hexahydropyrrolizidin-3-ones in good to high yields through a diastereoselective carboamination reaction. Aryl iodides are less successful substrates than bromides and chlorides.