Enantioselective Synthesis of Spirobarbiturate-Cyclohexenes through Phosphine-Catalyzed Asymmetric [4 + 2] Annulation of Barbiturate-Derived Alkenes with Allenoates

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• 作者：Honglei Liu ; Yang Liu ; Chunhao Yuan ; Guo-Peng Wang ; Shou-Fei Zhu ; Yang Wu ; Bo Wang ; Zhanhu Sun ; Yumei Xiao ; Qi-Lin Zhou ; Hongchao Guo
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：March 18, 2016
• 年：2016
• 卷：18
• 期：6
• 页码：1302-1305
• 全文大小：355K
• ISSN：1523-7052

文摘

An enantioselective synthesis of pharmaceutically important spirobarbiturates has been achieved via spirocyclic chiral phosphine-catalyzed asymmetric [4 + 2] annulation of barbiturate-derived alkenes with allenoates. With the use of this tool, various spirobarbiturate-cyclohexenes are obtained in good to excellent yields with excellent diastereo- and enantioselectivities. A wide range of α-substituted allenoates and barbiturate-derived alkenes were tolerated.