Theoretical study on the hypervalent λ3-bromane strategy for Baeyer–Villiger oxidation of benzaldehyde and acetaldehyde: rearrangement mechanism

2012 ◽  
Vol 10 (31) ◽  
pp. 6333 ◽  
Author(s):  
Hui Fu ◽  
Shouwen Xie ◽  
Aiping Fu ◽  
Xufeng Lin ◽  
Hui Zhao ◽  
...  
Keyword(s):  
Theoretical Study ◽  
Rearrangement Mechanism ◽  
Villiger Oxidation

Theoretical Study of the Vinyl Allene Oxide to Cyclopent-2-en-1-one Rearrangement:  Mechanism, Torquoselectivity and Solvent Effects

2004 ◽  
Vol 69 (11) ◽  
pp. 3635-3644 ◽  
Author(s):  
Carlos Silva López ◽  
Olalla Nieto Faza ◽  
Darrin M. York ◽  
Angel R. de Lera
Keyword(s):  
Solvent Effects ◽  
Theoretical Study ◽  
Allene Oxide ◽  
Rearrangement Mechanism

scholarly journals Experimental and theoretical analysis of the reactivity and regioselectivity in esterification reactions of diterpenes (totaradiol, totaratriol, hinikione and totarolone)

2017 ◽  
Vol 6 (4) ◽  
pp. 98-107
Author(s):  
Mohammed Zoubir ◽  
Abdellah Zeroual ◽  
Mohammed El Idrissi ◽  
Fatima Bkiri ◽  
Ahmed Benharref ◽  
...  
Keyword(s):  
Electrostatic Potential ◽  
Density Functional ◽  
Transition State Theory ◽  
Theoretical Study ◽  
State Theory ◽  
Electronic Density ◽  
Density Functional Methods ◽  
Functional Methods ◽  
Esterification Reactions ◽  
Villiger Oxidation

Six esters have been synthesized in the acetylation, benzoylation and Baeyer-Villiger oxidation of starting materials totaradiol 1, totaratriol 2, hinikione 7 and totarolone 8. A complete theoretical study of the reaction has been carried out including highly regioselectivity induction experiments and using density functional methods B3LYP/6-31G(d). The analysis of the nucleophilic Parr functions P - k and the electrostatic potential in diterpenes 1 and 2 offered an explanation of the regioselectivity found in these reactions and in Baeyer-Villiger reaction we use transition state theory and the electrostatic potential to understand the high regioselectevity observed, we found that the regioselectivity is kinetically and thermodynamically favorable and the electronic density is located in the multi-substituted carbon.

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