Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5212293 | Tetrahedron | 2017 | 10 Pages |
Abstract
Quaternary phosphonium ion-pair or a salt derived from amino acid has been developed to catalyze the Mannich-type reaction of α-substituted ethyl cyanoacetates and 2-(2-nitrophenyl) acetonitrile to N-Boc imines. Experiments shown that more active cyanoacetates could be catalyzed by the gentle phosphonium ion-pair catalysis, while 2-(2-nitrophenyl) acetonitrile as the substrate has to be activated by quaternary phosphonium salts and strong base. All the reactions gave the corresponding highly functionalized chiral β-amino nitriles products with good yields, high diastereo- and enantioselectivities in mild conditions.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Renming Pan, Jiaxing Zhang, Changwu Zheng, Hongyu Wang, Dongdong Cao, Weiguo Cao, Gang Zhao,