Asymmetric synthesis of CF3- and indole-containing tetrahydro-β-carbolines via chiral spirocyclic phosphoric acid-catalyzed aza-Friedel–Crafts reaction

2017 ◽  
Vol 4 (7) ◽  
pp. 1407-1410 ◽  
Author(s):  
En Xie ◽  
Abdul Rahman ◽  
Xufeng Lin
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Acid Catalysis ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Quaternary Stereocenter

An enantioselective aza-Friedel–Crafts reaction of indoles with 1-trifluoromethyl-3,4-dihydro-β-carbolines has been developed to afford tetrahydro-β-carbolines with a CF3- and indole-containing quaternary stereocenter by using chiral phosphoric acid catalysis.

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

Direct enantioselective Mannich reactions of α-azido cyclic ketones: asymmetric construction of chiral azides possessing an α-quaternary stereocenter

2020 ◽  
Vol 56 (1) ◽  
pp. 98-101 ◽  
Author(s):  
Xueqian Ye ◽  
Yongkai Pan ◽  
Xiaoyu Yang
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Cyclic Ketones ◽  
Mannich Reactions ◽  
Chiral Phosphoric Acid ◽  
Quaternary Stereocenter

Herein, we report the asymmetric synthesis of chiral azides possessing an α-quaternary stereocenter via chiral phosphoric acid catalysed direct enantioselective Mannich reactions of α-azido cyclic ketones with aldimines.

scholarly journals Asymmetric synthesis of novel spirocycles via a chiral phosphoric acid catalyzed desymmetrization

2019 ◽  
Vol 60 (18) ◽  
pp. 1262-1264 ◽  
Author(s):  
Amber M. Kelley ◽  
Eni Minerali ◽  
Jennifer E. Wilent ◽  
Nicholas J. Chambers ◽  
Kyla J. Stingley ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Chiral Phosphoric Acid Catalyzed Asymmetric Synthesis of Hetero-triarylmethanes from Racemic Indolyl Alcohols

2018 ◽  
Vol 57 (34) ◽  
pp. 11004-11008 ◽  
Author(s):  
Caizhen Yue ◽  
Fei Na ◽  
Xiantao Fang ◽  
Yang Cao ◽  
Jon C. Antilla
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Chiral Phosphoric Acid Catalyzed Desymmetrization of meso-1,3-Diones: Asymmetric Synthesis of Chiral Cyclohexenones

2009 ◽  
Vol 121 (51) ◽  
pp. 9832-9834 ◽  
Author(s):  
Keiji Mori ◽  
Takuya Katoh ◽  
Tohru Suzuki ◽  
Takuya Noji ◽  
Masahiro Yamanaka ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality

2020 ◽  
Vol 56 (83) ◽  
pp. 12648-12651
Author(s):  
Xi Yuan ◽  
Xudong Wu ◽  
Fei Peng ◽  
Haijun Yang ◽  
Changjin Zhu ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Efficient Method ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3H-indol-3-ones.

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