1432059-41-0Relevant academic research and scientific papers
Chiral bifunctional guanidine-catalyzed enantioselective aza-henry reaction of isatin-derived ketimines
Fang, Bing,Liu, Xiaohua,Zhao, Jiannan,Tang, Yu,Lin, Lili,Feng, Xiaoming
, p. 3332 - 3338 (2015)
An efficient asymmetric aza-Henry reaction of isatin-derived ketimines has been achieved by using a chiral guanidine-amide organocatalyst. A series of 3-substituted 3-amino-2-oxindoles was obtained with excellent results (up to 99% yield, 94% ee). Other functionalized derivatives were also conveniently transformed. This metal-free system was convenient, practical, and insensitive to air and moisture. On the basis of the crystal structure of the catalyst and NMR spectra analysis, a bifunctional catalytic model was suggested to explain the origin of the asymmetric process.
Asymmetric Strecker Reactions Catalyzed by Thiourea Phosphonium and Ammonium Salts
Wang, Hongyu,Wang, Kaiye,Ren, Yanfei,Li, Na,Tang, Bo,Zhao, Gang
, p. 1819 - 1824 (2017/06/09)
The application of asymmetric phase-transfer catalysis to the Strecker reaction of ketimines was realized utilizing bifunctional thiourea-phosphonium salts. The asymmetric Strecker reaction of aldimines was also realized utilizing quaternary ammonium salt
Organocatalytic asymmetric cyanation of isatin derived N-Boc ketoimines
Liu, Yun-Lin,Zhou, Jian
, p. 4421 - 4423 (2013/06/05)
We report the first catalytic asymmetric cyanation of N-Boc ketoimines, which enables highly enantioselective synthesis of oxindole based α-amino nitriles. An unprecedented tandem aza-Wittig/Strecker reaction is also developed, emerging as a promising strategy for the catalytic asymmetric cyanation of ketoimines formed in situ from achiral ketones.
The quinine thiourea-catalyzed asymmetric Strecker reaction: An approach for the synthesis of 3-aminooxindoles
Wang, Dong,Liang, Jinyan,Feng, Jingchao,Wang, Kairong,Sun, Quantao,Zhao, Long,Li, Dan,Yan, Wenjin,Wang, Rui
, p. 548 - 558 (2013/05/09)
An organocatalytic enantioselective Strecker reaction for the synthesis of 3-amino-3-cyanooxindoles has been developed. Employing a quinine-derived thiourea catalyst, the nucleophilic addition of trimethylsilyl cyanide to N-Boc-ketimines affords 3-amino-3-canooxindoles in good to excellent yields (78-98%) and very good enantioselectivities (up to 94%). Furthermore, to the best of our knowledge, this method also represents the first enantioselective organocatalyzed Strecker reaction with N-Boc-ketimines as electrophiles.
