14271-34-2Relevant articles and documents
Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed [3 + 2] Annulation of Vinyl Enolates with 1-Tosyl-2-vinylaziridine
Gao, Jian,Zhang, Jianming,Fang, Shuaishuai,Feng, Jie,Lu, Tao,Du, Ding
supporting information, p. 7725 - 7729 (2020/10/09)
The synergistic combination of N-heterocyclic carbene organocatalysis and transition-metal catalysis for a formal [3 + 2] annulation between 3-substituted but-2-enoates and 1-tosyl-2-vinylaziridine was developed. This cooperative strategy provides a facile and efficient access to various functionalized (E)-3-ethylidene-4-vinylpyrrolidin-2-ones in a regioselective and stereoselective manner. The preliminary asymmetric studies were also performed, which indicated a potential for enantioselective annulation of vinyl enolate intermediates with transition-metal-π-allyl species.
N-Heterocyclic Carbene-Catalyzed Activation of Esters of N-Hydroxyphthalimide: A Highly Enantioselective Route to Chiral Dihydropyridinones Bearing an All Carbon Quaternary Stereogenic Center
Zhang, Zhiming,Zeng, Xiaofei,Xie, Danbo,Chen, Dongdong,Ding, Liyuan,Wang, Anna,Yang, Limin,Zhong, Guofu
supporting information, p. 5052 - 5055 (2015/11/03)
An N-heterocyclic carbene-catalyzed highly enantioselective [3 + 3] annulation reaction of N-hydroxyphthalimide (NHPI) 3,3-disubstituted acrylates and N-Ts ketimines was developed. In most cases, the desired chiral dihydropyridinone products bearing an all carbon quaternary stereogenic center could be obtained in good yields with excellent enantioselectivities (>99% ee's), which demonstrated the NHPI acrylates as a kind of excellent substrate in NHC-catalysis.
N-heterocyclic carbene-catalyzed cyclization of unsaturated acyl chlorides and ketones
Shen, Li-Tao,Shao, Pan-Lin,Ye, Song
supporting information; experimental part, p. 1943 - 1948 (2011/10/13)
A straightforward synthesis of optically active trifluoromethyl dihydropyranones and spirocyclic oxindole-dihydropyranones has been realized by the chiral N-heterocyclic carbenes-catalyzed cyclization of α,β- unsaturated β-methylacyl chlorides with activated trifluoromethyl ketones or isatin derivatives. Copyright