Hydroxylamine synthesis by oxygen insertion into ReNH2 bond via Baeyer-Villiger oxidation: a Theoretical study

2015 ◽  
Vol 28 (11) ◽  
pp. 690-694
Author(s):  
Sambath Baskaran ◽  
Chinnappan Sivasankar
Keyword(s):  
Theoretical Study ◽  
Oxygen Insertion ◽  
Villiger Oxidation

Experimental and Theoretical Study of Oxygen Insertion into Trialkylsilanes by Methyltrioxorhenium Catalyst

1999 ◽  
Vol 18 (23) ◽  
pp. 4753-4757 ◽  
Author(s):  
Haisong Tan ◽  
Akihiko Yoshikawa ◽  
Mark S. Gordon ◽  
James H. Espenson
Keyword(s):  
Theoretical Study ◽  
Oxygen Insertion

Baeyer-Villiger oxidation of Δ4-3-Oxo-steroids and 4,5-Epoxy-3-oxo-steroids. A route to some novel A-nor-steroids

1968 ◽  
Vol 21 (7) ◽  
pp. 1873
Author(s):  
JT Pinhey ◽  
K Schaffner
Keyword(s):  
Boron Trifluoride ◽  
Acidic Conditions ◽  
Oxygen Insertion ◽  
Acid Labile ◽  
Villiger Oxidation

Evidence is presented that the Baeyer-Villiger oxidation of Δ4-3-oxo-steroids yields enol-e-lactones which are further oxidized to β-epoxy-e-lactones. The latter are acid labile and rearrange to 5α-acyl-∂-lactones. The sequence appears to be stereospecific, and no 5β-acyl-∂-lactones could be isolated. Baeyer-Villiger oxidation of 4,5-epoxyoholestan-3-ones results in oxygen insertion between C3 and C4. The epoxy-e-lactones were not isolated, since they rearranged under the acidic conditions to give 5-acyl-4-oxacholestan-3-ones. The 5α-acyl epimers differ from the 5β-compounds, by undergoing an internal Claisen-type condensation to give A-norcholestans with a 2,5-lactone bridge. The photochemical, thermal, and boron trifluoride-catalysed conversion of the enol lactone (IIIa) into a-nor-5β-cholestan-3-one is reported.

scholarly journals Theoretical study of oxygen insertion and diffusivity in the g-TiAl L10 system

2020 ◽  
Vol 32 (17) ◽  
pp. 175702
Author(s):  
Damien Connétable ◽  
Aurélien Prillieux ◽  
Camille Thenot ◽  
Jean-Philippe Monchoux
Keyword(s):  
Theoretical Study ◽  
Oxygen Insertion

ChemInform Abstract: A Study of the Regioselectivity of Oxygen Insertion in the Baeyer- Villiger Oxidation of Bicyclo(2.2.1)heptan-2-ones.

ChemInform ◽  
2010 ◽  
Vol 22 (45) ◽  
pp. no-no
Author(s):  
P. HAMLEY ◽  
A. B. HOLMES ◽  
D. R. MARSHALL ◽  
J. W. M. MACKINNON
Keyword(s):  
Oxygen Insertion ◽  
Villiger Oxidation

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.

Sign in / Sign up

Export Citation Format

Share Document