Asymmetric [4+2]-Cycloaddition of Copper-Allenylidenes with Hexahydro-1,3,5-triazines: Access to Chiral Tetrahydroquinazolines

被引:79
|
作者
Ji, Danqing [1 ]
Wang, Cheng [1 ]
Sun, Jiangtao [1 ]
机构
[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
基金
中国国家自然科学基金;
关键词
DONOR-ACCEPTOR CYCLOPROPANES; PROPARGYLIC ESTERS; ENANTIOSELECTIVE PROPARGYLATION; 3+2 CYCLOADDITION; BETA-KETOESTERS; 1,3,5-TRIAZINANES; DEAROMATIZATION; ANNULATION; COMPLEXES; IMINES;
D O I
10.1021/acs.orglett.8b01584
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed asymmetric formal [4 + 2]-cycloaddition of copper-allenylidenes and hexahydro-1,3,5-triazines has been developed, providing chiral tetrahydroquinazolines in moderate to good yields and with high enantioselectivities for most cases (up to 88% yield and 98% ee).
引用
收藏
页码:3710 / 3713
页数:4
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