Catalytic Asymmetric Reactions by Metal and Chiral Phosphoric Acid Sequential Catalysis

2014 ◽  
Vol 79 (17) ◽  
pp. 7785-7798 ◽  
Author(s):  
Ze-Peng Yang ◽  
Wei Zhang ◽  
Shu-Li You
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reactions ◽  
Chiral Phosphoric Acid ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

Enantioselective construction of a 2,2′-bisindolylmethane scaffold via catalytic asymmetric reactions of 2-indolylmethanols with 3-alkylindoles

2015 ◽  
Vol 13 (29) ◽  
pp. 7993-8000 ◽  
Author(s):  
Yu-Xin Gong ◽  
Qiong Wu ◽  
Hong-Hao Zhang ◽  
Qiu-Ning Zhu ◽  
Feng Shi
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reactions ◽  
Asymmetric Reaction ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

A chiral phosphoric acid-catalyzed asymmetric reaction of 2-indolylmethanols with 3-alkylindoles has been established to construct 2,2′-bisindolylmethane scaffold in good enantioselectivities.

scholarly journals Pyrazoleamides in Catalytic Asymmetric Reactions: Recent Advances

2021 ◽  
Author(s):  
Sara Meninno ◽  
Francesca Franco ◽  
Maurizio Benaglia ◽  
Alessandra Lattanzi
Keyword(s):  
Asymmetric Reactions ◽  
Recent Advances ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

A Facile Synthesis of the Enantiopure, Nitrogen-Substituted 2,2'-Diamino-1,1'-binaphthyls as Potential Ligands for Catalytic Asymmetric Reactions

1998 ◽  
Vol 63 (4) ◽  
pp. 515-519 ◽  
Author(s):  
Štěpán Vyskočil ◽  
Martin Smrčina ◽  
Pavel Kočovský
Keyword(s):  
Room Temperature ◽  
Asymmetric Reactions ◽  
Reductive Alkylation ◽  
Facile Synthesis ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

Reductive alkylation of (R)-(+)-2,2'-diamino-1,1'-binaphthyl (1) with various ketones has been accomplished by means of NaBH4/H2SO4 in THF at room temperature. Bisalkylation predominated with the sterically less demanding acetone (1→3a; 82%), whereas the bulky 2-adamantanone afforded mainly the monoalkylated product 4c (71%). Both mono- and bisalkylated diamines (R)-3 and (R)-4 were reductively permethylated on reaction with CH2O, NaBH4, and H2SO4. The Pd(0)-catalyzed phenylation of (R)-(+)-1 with PhBr afforded the N,N'-diphenyl derivative (R)-7 (70%).

scholarly journals Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with ortho-Quinone Methides

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6751
Author(s):  
Si-Jia Liu ◽  
Man-Su Tu ◽  
Kai-Yue Liu ◽  
Jia-Yi Chen ◽  
Shao-Fei Ni ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Structural Diversity ◽  
Quinone Methides ◽  
Chiral Phosphoric Acid ◽  
Catalytic Asymmetric ◽  
High Yields ◽  
Asymmetric Cycloadditions

Catalytic asymmetric [2 + 4] cycloadditions of 3-vinylindoles with ortho-quinone methides and their precursors were carried out in the presence of chiral phosphoric acid to afford a series of indole-containing chroman derivatives with structural diversity in overall high yields (up to 98%), good diastereoselectivities (up to 93:7 dr) and moderate to excellent enantioselectivities (up to 98% ee). This approach not only enriches the chemistry of catalytic asymmetric cycloadditions involving 3-vinylindoles but is also useful for synthesizing chiral chroman derivatives.

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