Villiger Oxidation (villiger + oxidation)

Distribution by Scientific Domains


Selected Abstracts


Microbial Baeyer,Villiger Oxidation of Prochiral Polysubstituted Cyclohexanones by Recombinant Whole-Cells Expressing Two Bacterial Monooxygenases

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 5 2005
Marko D. Mihovilovic
Abstract The microbial Baeyer,Villiger oxidation of prochiral 3,5-dimethylcyclohexanones bearing various functionalities with recombinant E. coli cells overexpressing cyclohexanone monooxygenase from Acinetobacter sp. NCIMB 9871 and cyclopentanone monooxygenase from Comamonas sp. NCIMB 9872 has been investigated. A distinct difference in substrate specificity and stereoselectivity of the two enzymes was observed, and enantiocomplementary products were obtained in some cases. The biocatalytic systems enabled access to chiral lactones as valuable intermediates for the total synthesis of various natural compounds. Substituents with varying lipophilicity and hybridization have been prepared by a diastereoselective synthetic route and subsequently bio-transformed for the investigation of conformational and electronic effects on the biooxidation,. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


Supported Sulfonic Acid as Green and Efficient Catalyst for Baeyer,Villiger Oxidation with 30% Aqueous Hydrogen Peroxide

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2010
Calogero
Abstract Silica-supported propylsulfonic acid is a very good heterogeneous catalyst for the Baeyer,Villiger oxidation of cyclic ketones to lactones with stoichiometric 30% aqueous hydrogen peroxide in 1,1,1,3,3,3-hexafluoro-2-propanol as solvent. [source]


ChemInform Abstract: Baeyer,Villiger Oxidation of Ketones with a Silica-Supported Peracid in Supercritical Carbon Dioxide under Flow Conditions.

CHEMINFORM, Issue 47 2009
Rossella Mello
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: A Nonenzymatic Acid/Peracid Catalytic Cycle for the Baeyer,Villiger Oxidation.

CHEMINFORM, Issue 48 2008
Gorka Peris
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Baeyer,Villiger Oxidation of Ketones with Hydrogen Peroxide Catalyzed by Sn,Aniline Complex.

CHEMINFORM, Issue 17 2008
Qing Hua Zhang
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Selenoxides as Catalysts for Epoxidation and Baeyer,Villiger Oxidation with Hydrogen Peroxide.

CHEMINFORM, Issue 36 2006
Margaret A. Goodman
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Synthesis of Novel Organoselenium as Catalyst for Baeyer,Villiger Oxidation with 30% H2O2.

CHEMINFORM, Issue 13 2006
Hayato Ichikawa
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Ceric Ammonium Nitrate (CAN) Catalyzed Baeyer,Villiger Oxidation of Carbonyl Compounds, Specially 20-Oxosteroids.

CHEMINFORM, Issue 41 2004
Papori Goswami
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Bi(OTf)3 -Catalyzed Baeyer,Villiger Oxidation of Carbonyl Compounds with m-CPBA.

CHEMINFORM, Issue 50 2003
M. Mujahid Alam
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Tin(IV) Bis(perfluoroalkanesulfonyl)amide Complex as a Highly Selective Lewis Acid Catalyst for Baeyer,Villiger Oxidation Using Hydrogen Peroxide in a Fluorous Recyclable Phase.

CHEMINFORM, Issue 41 2003
Xiuhua Hao
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


First Enantiodivergent Baeyer,Villiger Oxidation by Recombinant Whole-Cells Expressing Two Monooxygenases from Brevibacterium.

CHEMINFORM, Issue 29 2003
Marko D. Mihovilovic
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


ChemInform Abstract: Sn-MCM-41 , A Heterogeneous Selective Catalyst for the Baeyer,Villiger Oxidation with Hydrogen Peroxide.

CHEMINFORM, Issue 10 2002
Avelino Corma
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Asymmetric Baeyer,Villiger Oxidation of Cyclobutanones Using Diethylzinc/Oxygen/Chiral Amino Alcohols.

CHEMINFORM, Issue 24 2001
Toshio Shinohara
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Recombinant Whole-Cell Mediated Baeyer,Villiger Oxidation of Perhydropyran-Type Ketones

CHEMISTRY & BIODIVERSITY, Issue 3 2008
Marko
Abstract Recombinant Escherichia coli cells expressing eight Baeyer,Villiger monooxygenases of bacterial origin have been utilized to oxidize prochiral heterocyclic ketones containing a pyran ring system. Within the biotransformation, two stereogenic centers were introduced with high control of enantioselectivity. The chemoselectivity of the enzymatic reaction was found to be high in favor of the Baeyer,Villiger process when using substituted ketone precursors incorporating functional groups labile to oxidation. A significantly different behavior was observed for two groups of monooxygenases with respect to substrate acceptance, which is consistent with our previous classification into two enzyme clusters. [source]


Microbial Baeyer,Villiger Oxidation of Prochiral Polysubstituted Cyclohexanones by Recombinant Whole-Cells Expressing Two Bacterial Monooxygenases

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 5 2005
Marko D. Mihovilovic
Abstract The microbial Baeyer,Villiger oxidation of prochiral 3,5-dimethylcyclohexanones bearing various functionalities with recombinant E. coli cells overexpressing cyclohexanone monooxygenase from Acinetobacter sp. NCIMB 9871 and cyclopentanone monooxygenase from Comamonas sp. NCIMB 9872 has been investigated. A distinct difference in substrate specificity and stereoselectivity of the two enzymes was observed, and enantiocomplementary products were obtained in some cases. The biocatalytic systems enabled access to chiral lactones as valuable intermediates for the total synthesis of various natural compounds. Substituents with varying lipophilicity and hybridization have been prepared by a diastereoselective synthetic route and subsequently bio-transformed for the investigation of conformational and electronic effects on the biooxidation,. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


Supported Sulfonic Acid as Green and Efficient Catalyst for Baeyer,Villiger Oxidation with 30% Aqueous Hydrogen Peroxide

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2010
Calogero
Abstract Silica-supported propylsulfonic acid is a very good heterogeneous catalyst for the Baeyer,Villiger oxidation of cyclic ketones to lactones with stoichiometric 30% aqueous hydrogen peroxide in 1,1,1,3,3,3-hexafluoro-2-propanol as solvent. [source]


A catalytic route to acyclic chiral building blocks: Applications of the catalytic asymmetric conjugate addition of organozinc reagents to cyclic enones

ISRAEL JOURNAL OF CHEMISTRY, Issue 4 2001
Richard B. C. Jagt
Through the Cu-phosphoramidite-catalyzed asymmetric conjugate addition a number of chiral cyclic enones are available with high ee. Here we report the sequential conjugate addition to these enones as a route towards multisubstituted chiral cyclic ketones. A subsequent Baeyer,Villiger oxidation followed by ring-opening results in various linear synthons containing multiple stereocenters. This procedure represents a short, catalytic, and highly enantioselective route to a variety of acyclic chiral building blocks. [source]


Titration and Assignment of Residues that Regulate the Enantioselectivity of Phenylacetone Monooxygenase

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 8-9 2007
Francesca Zambianchi
Abstract Phenylacetone monooxygense (PAMO) from Thermobifida fusca was employed for the asymmetric oxidation of thioanisole (sulfooxidation) and of racemic 2-phenylpropionaldehyde (Baeyer,Villiger oxidation). A pH dependence of enantioselectivity was observed in both cases. Two different residues, with pKa values of 7.8±0.2 and 9.2±0.2, appeared to be responsible for the pH effects on PAMO enantioselectivity. The protonation of Arg337 and the FAD:C4a-hydroperoxide/FAD:C4a-peroxide equilibrium were identified as the major factors responsible for the fine-tuning of PAMO enantioselectivity in Baeyer,Villiger oxidation and sulfooxidation, respectively. [source]