Palladium-Catalyzed Enantioselective [4+2] Cycloaddition of 4-Vinylbenzodioxinones with Barbiturate-Derived Alkenes: Con-struction of Chiral Spirobarbiturate-Chromanes

被引：3
|
作者：
Tang, Yi [1 ,2 ]
Huang, Mingxia [1 ,2 ]
Ding, Siyuan [1 ,2 ]
Liu, Xinyao [1 ,2 ]
Huyang, Xiaochun [1 ,2 ]
Wang, Bo [3 ]
Guo, Hongchao [1 ,2 ]
机构：
[1] China Agr Univ, Dept Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China
[2] China Agr Univ, Innovat Ctr Pesticide Res, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China
[3] Chinese Acad Agr Sci, Inst Food Sci & Technol, Beijing 100193, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2024年 / 30卷 / 24期
基金：
中国国家自然科学基金;
关键词：
Palladium catalysis; asymmetric catalysis; cycloaddition; cyclic carbonate; alkene; VINYLETHYLENE CARBONATES; CONSTRUCTION; ANNULATIONS; ACID;
D O I：
10.1002/chem.202400302
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In this paper, Pd-catalyzed [4+2] decarboxylative cycloaddition of 4-vinylbenzodioxinones with barbiturate-derived alkenes has been developed, leading to various spirobarbiturate-chromane derivatives in high yields with excellent diastereo- and enantioselectivities. The scale-up reaction and further derivation of the product were demonstrated. A plausible reaction mechanism was also proposed. A palladium-catalyzed [4+2] decarboxylative cycloaddition of 4-vinybenzodioxinones with barbiturate-derived alkenes has been developed, providing the corresponding spirobarbiturate-chromane derivatives in generally high yields with excellent diastereo- and enantioselectivities. image
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页数：5
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