ChemInform Abstract: An Organocatalytic Michael-Cyclization Cascade of 4-Oxa-α,β-unsaturated Carboxylic Acids with Aldehydes: Facile Synthesis of Chiral γ-Lactols and Trisubstituted γ-Lactones.

ChemInform ◽  
2015 ◽  
Vol 46 (28) ◽  
pp. no-no
Author(s):  
Jun-Bing Lin ◽  
Shi-Ming Xu ◽  
Ji-Kang Xie ◽  
Hong-Yu Li ◽  
Peng-Fei Xu
Keyword(s):  
Carboxylic Acids ◽  
Facile Synthesis ◽  
Unsaturated Carboxylic Acids

An organocatalytic Michael-cyclization cascade of 4-oxa-α,β-unsaturated carboxylic acids with aldehydes: facile synthesis of chiral γ-lactols and trisubstituted γ-lactones

2015 ◽  
Vol 51 (17) ◽  
pp. 3596-3599 ◽  
Author(s):  
Jun-Bing Lin ◽  
Shi-Ming Xu ◽  
Ji-Kang Xie ◽  
Hong-Yu Li ◽  
Peng-Fei Xu
Keyword(s):  
Carboxylic Acids ◽  
Enantioselective Synthesis ◽  
Facile Synthesis ◽  
Unsaturated Carboxylic Acids

An organocatalytic Michael-cyclization cascade of 4-oxa-α,β-unsaturated carboxylic acids with aldehydes has been developed, enabling highly enantioselective synthesis of γ-lactols, trisubstituted γ-lactones and γ-lactams.

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.

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.

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