Phosphine-catalyzed asymmetric [3+2] annulation of chalcones with allenoates for enantioselective synthesis of functionalized cyclopentenes

被引:6
|
作者
Gao, Zhenzhen [1 ]
Wang, Chang [1 ]
Yuan, Chunhao [1 ]
Zhou, Leijie [1 ]
Sun, Zhanhu [1 ]
Xiao, Yumei [1 ]
Guo, Hongchao [1 ]
机构
[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China
来源
RSC ADVANCES | 2015年 / 5卷 / 127期
关键词
DIPEPTIDE-DERIVED PHOSPHINES; ELECTRON-DEFICIENT OLEFINS; MORITA-BAYLIS-HILLMAN; AMINO-ACID; DIASTEREOSELECTIVE SYNTHESIS; CYCLOADDITION REACTION; CHIRAL PHOSPHINES; ALLENES; ORGANOCATALYSIS; CYCLIZATION;
D O I
10.1039/c5ra20603k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral phosphine-catalyzed asymmetric [3 + 2] annulation reaction of various Boc-amino-substituted chalcones with allenoates has been developed, leading to efficient formation of 1,4,5-trisubstituted cyclopentenes with high yields, excellent diastereoselectivities and enantioselectivities (up to 99% ee and up to 98% yield).
引用
收藏
页码:105359 / 105362
页数:4
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