Asymmetric Synthesis of Tetrahydro-β-carbolines via Chiral Phosphoric Acid Catalyzed Transfer Hydrogenation Reaction

2013 ◽  
Vol 15 (11) ◽  
pp. 2688-2691 ◽  
Author(s):  
Qin Yin ◽  
Shou-Guo Wang ◽  
Shu-Li You
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Hydrogenation Reaction ◽  
Transfer Hydrogenation ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Transfer Hydrogenation Reaction

Asymmetric Reduction of Trifluoromethyl Alkynyl Ketimines by Chiral Phosphoric Acid and Benzothiazoline

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1607-1610 ◽  
Author(s):  
Takahiko Akiyama ◽  
Masamichi Miyagawa ◽  
Kensuke Takashima
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reduction ◽  
Hydrogenation Reaction ◽  
Transfer Hydrogenation ◽  
Trifluoromethyl Group ◽  
Combined Use ◽  
Chiral Phosphoric Acid ◽  
High Yields ◽  
Transfer Hydrogenation Reaction

An enantioselective transfer hydrogenation reaction of alkynyl ketimine bearing a trifluoromethyl group was accomplished. Chemoselective reduction of ketimine was achieved by the combined use of chiral phosphoric acid and benzothiazoline to give α-trifluoromethyl propargylamine in good to high yields and with excellent enantioselectivity.

Asymmetric Synthesis of t-Butyl 3-Alkyl-oxindole-3-carboxylates via Chiral Phosphoric Acid Catalyzed Desymmetrization of Di-t-butyl 2-Alkyl-2-(2-aminophenyl)malonates

Heterocycles ◽  
2019 ◽  
Vol 99 (2) ◽  
pp. 1398
Author(s):  
Takaaki Sumiyoshi ◽  
Kyoji Ishida ◽  
Masahiro Shimizu ◽  
Yu-suke Yamai ◽  
Itaru Natsutani ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation of 3-trifluoromethylthioquinolines

2016 ◽  
Vol 14 (29) ◽  
pp. 6937-6941 ◽  
Author(s):  
Ji Zhou ◽  
Qian-Fan Zhang ◽  
Wei-Hao Zhao ◽  
Guo-Fang Jiang
Keyword(s):  
Phosphoric Acid ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

A chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation of 3-trifluoromethylthioquinolines was developed, providing chiral 2,3-disubstituted 1,2,3,4-tetrahydroquinoline derivatives containing a stereogenic trifluoromethylthio group with up to 99% enantioselectivity.

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