The control effects of different scaffolds in chiral phosphoric acids: a case study of enantioselective asymmetric arylation

2019 ◽  
Vol 9 (22) ◽  
pp. 6482-6491 ◽  
Author(s):  
Lihan Zhu ◽  
Hend Mohamed ◽  
Haiyan Yuan ◽  
Jingping Zhang
Keyword(s):  
Phosphoric Acid ◽  
Dft Calculations ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Phosphoric Acids

DFT calculations disclosed that the sign of enantioselectivity in chiral-phosphoric-acid catalyzed reactions can be tuned by BINOL- or SPINOL-derived backbones.

Chiral Phosphoric Acid Catalyzed Regio- and Enantioselective Reactions of Functionalized Propargylic Alcohols

2022 ◽  
Author(s):  
Chenxiao Qian ◽  
Meiwen Liu ◽  
Jianwei Sun ◽  
Pengfei Li
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reactions ◽  
Propargylic Alcohols ◽  
Chiral Phosphoric Acid ◽  
Wide Range ◽  
Enantioselective Reactions ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Phosphoric Acids

Propargylic alcohols have been known as useful substrates in a wide range of asymmetric reactions. Particularly, the chiral phosphoric acids (CPAs) catalyzed reactions of functionalized propargylic alcohols opened a robust...

Role of keto–enol tautomerization in a chiral phosphoric acid catalyzed asymmetric thiocarboxylysis of meso-epoxide: a DFT study

2015 ◽  
Vol 13 (45) ◽  
pp. 10981-10985 ◽  
Author(s):  
Manjaly J. Ajitha ◽  
Kuo-Wei Huang
Keyword(s):  
Density Functional Theory ◽  
Phosphoric Acid ◽  
Dft Calculations ◽  
Density Functional ◽  
Dft Study ◽  
Functional Theory ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

The mechanism of a chiral phosphoric acid catalyzed thiocarboxylysis of meso-epoxide was investigated by density functional theory (DFT) calculations (M06-2X).

Chiral Phosphoric Acid-Catalyzed Enantioselective [4+3] Cyclization Reaction of 4-Indolylmethanols and Quinone Esters

Synlett ◽  
2021 ◽  
Author(s):  
Zhouli Chen ◽  
Lei Wang ◽  
Yiheng Qian ◽  
Xufeng Lin
Keyword(s):  
Phosphoric Acid ◽  
Cyclization Reaction ◽  
Reaction Conditions ◽  
Efficient Access ◽  
Single Diastereomer ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Phosphoric Acids

An asymmetric [4+3] cyclization reaction of racemic 4-indolylmethanols and quinone esters catalyzed by chiral phosphoric acids has been developed. This method provides efficient access to biologically important benzoxepino[5,4,3-cd] indoles featuring both axial and central chirality in good yields with up to 98% ee and essentially single diastereomer in mild reaction conditions.

Secondary stereocontrolling interactions in chiral Brønsted acid catalysis: study of a Petasis–Ferrier-type rearrangement catalyzed by chiral phosphoric acids

2014 ◽  
Vol 5 (9) ◽  
pp. 3515-3523 ◽  
Author(s):  
Kyohei Kanomata ◽  
Yasunori Toda ◽  
Yukihiro Shibata ◽  
Masahiro Yamanaka ◽  
Seiji Tsuzuki ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Phosphoric Acid ◽  
Acid Catalysis ◽  
Computational Studies ◽  
Stacking Interactions ◽  
Π Stacking ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
Phosphoric Acids

Guided by computational studies, the involvement of non-classical C–H⋯O hydrogen bonds and π–π stacking interactions were found to be crucial for high stereocontrol in a chiral phosphoric acid-catalyzed reaction.

Chiral phosphoric acid catalyzed enantioselective annulation of acyclic enecarbamates to in situ-generated ortho-quinone methides

2017 ◽  
Vol 15 (35) ◽  
pp. 7272-7276 ◽  
Author(s):  
Chandan Gharui ◽  
Shreya Singh ◽  
Subhas Chandra Pan
Keyword(s):  
Phosphoric Acid ◽  
Cycloaddition Reaction ◽  
Quinone Methides ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Phosphoric Acids

The first organocatalytic asymmetric [4 + 2]-cycloaddition reaction between acyclic enecarbamates with in situ generated ortho-quinone methides has been developed using chiral phosphoric acids as catalysts.

Chiral Phosphoric Acid Catalyzed Stereoselective Spiroketalizations

Synlett ◽  
2013 ◽  
Vol 24 (06) ◽  
pp. 661-665 ◽  
Author(s):  
Pavel Nagorny ◽  
Zhankui Sun ◽  
Grace Winschel
Keyword(s):  
Phosphoric Acid ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed
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