Asymmetric Construction of Highly Functionalized Spirobarbiturate-Cyclopentenes through Chiral Phosphine-Catalyzed [3+2] Annulation of Morita-Baylis-Hillman Carbonates with Barbiturate-Derived Alkenes

被引:52
|
作者
Liu, Yang [1 ]
Yang, Wenjun [1 ]
Wu, Yang [1 ]
Mao, Biming [1 ]
Gao, Xing [1 ]
Liu, Honglei [1 ]
Sun, Zhanhu [1 ]
Xiao, Yumei [1 ]
Guo, Hongchao [1 ]
机构
[1] China Agr Univ, Dept Appl Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China
基金
高等学校博士学科点专项科研基金;
关键词
alkenes; allenoates; annulation; phosphines; spirobarbiturates; ENANTIOSELECTIVE TOTAL-SYNTHESIS; C; N-CYCLIC AZOMETHINE IMINES; ELECTRON-DEFICIENT ALKENES; DIPEPTIDE-BASED PHOSPHINES; CYCLOADDITION REACTIONS; ACTIVATED OLEFINS; ACID; DERIVATIVES; ALLENOATES; ALLENES;
D O I
10.1002/adsc.201600450
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A multifunctional chiral phosphine-catalyzed enantioselective [3+2] annulation of Morita-Baylis-Hillman carbonates with barbiturate-derived alkenes has been achieved under mild conditions, providing a variety of chiral spirobarbiturate-cyclopentenes in moderate to excellent yields with moderate to excellent diastereo- and enantioselectivities.
引用
收藏
页码:2867 / 2872
页数:6
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