ChemInform Abstract: A Practical Guide for Predicting the Stereochemistry of Bifunctional Phosphoric Acid Catalyzed Reactions of Imines

ChemInform ◽  
2016 ◽  
Vol 47 (28) ◽  
Author(s):  
Jolene P. Reid ◽  
Luis Simon ◽  
Jonathan M. Goodman
Keyword(s):  
Phosphoric Acid ◽  
Practical Guide ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Enantioselective synthesis of hexahydrofuro[3,2-c] quinolines through a multicatalytic and multicomponent process. A new “aromatic sandwich” model for BINOL-phosphoric acid catalyzed reactions

2014 ◽  
Vol 5 (3) ◽  
pp. 996-1007 ◽  
Author(s):  
Jonás Calleja ◽  
Adán B. González-Pérez ◽  
Ángel R. de Lera ◽  
Rosana Álvarez ◽  
Francisco J. Fañanás ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Enantioselective Synthesis ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Sandwich Model

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.

Asymmetric Amplification in Phosphoric Acid Catalyzed Reactions

2010 ◽  
Vol 122 (36) ◽  
pp. 6522-6525 ◽  
Author(s):  
Nan Li ◽  
Xiao-Hua Chen ◽  
Shi-Ming Zhou ◽  
Shi-Wei Luo ◽  
Jin Song ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Asymmetric Amplification in Phosphoric Acid Catalyzed Reactions

2010 ◽  
Vol 49 (36) ◽  
pp. 6378-6381 ◽  
Author(s):  
Nan Li ◽  
Xiao-Hua Chen ◽  
Shi-Ming Zhou ◽  
Shi-Wei Luo ◽  
Jin Song ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

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...

Photoinduced rearrangement of hydroxymethylisoxazolines, a route to enaminoaldehydes

1986 ◽  
Vol 51 (10) ◽  
pp. 2167-2180 ◽  
Author(s):  
Lubor Fišera ◽  
Nadezhda D. Kozhina ◽  
Peter Oravec ◽  
Hans-Joachim Timpe ◽  
Ladislav Štibrányi ◽  
...  
Keyword(s):  
Thionyl Chloride ◽  
Quantum Yields ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Photoinduced Rearrangement ◽  
Condensed Heterocycles

3-Aryl-4-R-carbamoyl-5-hydroxymethylisoxazolines (IV) were synthesized by allowing R-NH2 amines with R = H, CH3, C3H7, C6H5C2H5, and NH2 to act on 3-(X-phenyl)-4-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d]isoxazoles (III) with X = H, 4-CH3, 4-OCH3, 2-OCH3, 4-Cl, 2-Cl, 4-F, 2-F, 4-Br, 4-NO2, and 3-NO2. Exposed to radiation, the substances IV give Z-2-hydroxymethylamino-2-aryl-1-formylacrylamides (V) in good yields. The 4-Cl and 4-F substituted Z-derivatives V isomerize irreversibly to the E-derivatives VI if allowed to stand in solvent; the remaining derivatives V are stable. The quantum yields of the photoreaction are from 0.012 to 0.106 in dependence on the substituent X. In all cases where the compounds IV were used for the preparation of condensed heterocycles in conditions of acid-catalyzed reactions, lactones III were preferentially formed; the action of thionyl chloride on IV results in the formation of chloromethyl derivatives VIII, which do not undergo further cyclization.

Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate

2021 ◽  
Author(s):  
Mizzanoor Rahaman ◽  
M. Shahnawaz Ali ◽  
Khorshada Jahan ◽  
Damon Hinz ◽  
Jawad Bin Belayet ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Ethyl Diazoacetate ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

Kinetic modelling of reactions for the synthesis of 2-methyl-5-ethyl pyridine

2021 ◽  
Author(s):  
Emanuele Moioli ◽  
Leo Schmid ◽  
Peter Wasserscheid ◽  
Hannsjoerg Freund
Keyword(s):  
Kinetic Modelling ◽  
Acid Catalyst ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Kinetics Of

The kinetics of the acid catalyzed reactions of acetaldehyde ammonia trimer (AAT) and paraldehyde (para) to 2-methyl-5-ethyl pyridine (MEP) in the presence of an acid catalyst were investigated systematically. A...

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