A Dual Arylboronic Acid–Aminothiourea Catalytic System for the Asymmetric Intramolecular Hetero-Michael Reaction of α,β-Unsaturated Carboxylic Acids

2014 ◽  
Vol 16 (16) ◽  
pp. 4256-4259 ◽  
Author(s):  
Takumi Azuma ◽  
Akihiro Murata ◽  
Yusuke Kobayashi ◽  
Tsubasa Inokuma ◽  
Yoshiji Takemoto
Keyword(s):  
Carboxylic Acids ◽  
Catalytic System ◽  
Michael Reaction ◽  
Arylboronic Acid ◽  
Unsaturated Carboxylic Acids

scholarly journals A solvent-dependent chirality-switchable thia-Michael addition to α,β-unsaturated carboxylic acids using a chiral multifunctional thiourea catalyst

2020 ◽  
Vol 11 (21) ◽  
pp. 5572-5576 ◽  
Author(s):  
Noboru Hayama ◽  
Yusuke Kobayashi ◽  
Eriko Sekimoto ◽  
Anna Miyazaki ◽  
Kiyofumi Inamoto ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amine ◽  
Michael Addition ◽  
Arylboronic Acid ◽  
Unsaturated Carboxylic Acids

An asymmetric thia-Michael addition of arylthiols to α,β-unsaturated carboxylic acids using a thiourea catalyst that bears arylboronic acid and tertiary amine moieties is reported.

Solvent Effect on Kinetics and Mechanism of the Phospha-Michael Reaction of Tertiary Phosphines with Unsaturated Carboxylic Acids

2014 ◽  
Vol 25 (3) ◽  
pp. 205-216 ◽  
Author(s):  
Alexey V. Salin ◽  
Albert R. Fatkhutdinov ◽  
Anton V. II'in ◽  
Vladimir I. Galkin ◽  
Fanuza G. Shamsutdinova
Keyword(s):  
Solvent Effect ◽  
Carboxylic Acids ◽  
Michael Reaction ◽  
Kinetics And Mechanism ◽  
Tertiary Phosphines ◽  
Unsaturated Carboxylic Acids

Perturbation theory of substituent effect. Importance of the field effect in transmission of the substituent effect

1980 ◽  
Vol 45 (6) ◽  
pp. 1655-1661 ◽  
Author(s):  
Robert Ponec
Keyword(s):  
Perturbation Theory ◽  
Carboxylic Acids ◽  
Quantum Chemical ◽  
Substituent Effect ◽  
Field Effect ◽  
Adequate Description ◽  
Meta Position ◽  
Unsaturated Carboxylic Acids

Various quantum chemical approaches to the problem of transmission of the substituent effect were compared. It was shown that inclusion of the electronic repulsion (field effect) was necessary to give a true picture of differences in ρ constants for reactions of the cis and trans isomers of substituted unsaturated carboxylic acids; the same holds for an adequate description of transmission of the substituent effect from the meta position on a given skeleton.

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