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- https://chem.libretexts.org/Courses/SUNY_Oneonta/Organic_Chemistry_with_a_Biological_Emphasis_(SUNY_Oneonta)/16%3A_Oxidation_and_Reduction_Reactions/16.08%3A_Flavin-Dependent_Monooxygenase_Reactions_-_Hydroxylation_Epoxidation_and_the_Baeyer-Villiger_OxidationBelow are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-member...Below are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-membered carbon-carbon-oxygen ring).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Book%3A_Organic_Chemistry_with_a_Biological_Emphasis_v2.0_(Soderberg)/15%3A_Oxidation_and_Reduction_Reactions/15.08%3A_Flavin-Dependent_Monooxygenase_Reactions_-_Hydroxylation_Epoxidation_and_the_Baeyer-Villiger_OxidationBelow are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-member...Below are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-membered carbon-carbon-oxygen ring).
- https://chem.libretexts.org/Courses/Oregon_Institute_of_Technology/OIT_(Lund)%3A_Organic_Chemistry_with_a_Biological_Emphasis_(Soderberg)/15%3A_Oxidation_and_Reduction_Reactions/15.07%3A_Flavin-Dependent_Monooxygenase_Reactions_-_Hydroxylation_Epoxidation_and_the_Baeyer-Villiger_OxidationBelow are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-member...Below are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-membered carbon-carbon-oxygen ring).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Catalytic_Asymmetric_Synthesis_(Punniyamurthy)/05%3A_Oxidation_Reactions/5.05%3A_Baeyer-Villiger_Oxidation_(BVO)Insertion of oxygen atom in between the ketone carbonyl and an adjacent carbon yielding the expanded ester is called as Baeyer-Villiger oxidation (BVO). Under the influence of a chiral reagent, this o...Insertion of oxygen atom in between the ketone carbonyl and an adjacent carbon yielding the expanded ester is called as Baeyer-Villiger oxidation (BVO). Under the influence of a chiral reagent, this oxidation can be carried out asymmetrically. In case of a racemic ketone, a chiral catalyst has the potential of performing a kinetic resolution. The catalytic asymmetric BVO remains as one of the most powerful methods to convert a ketone into an ester.
- https://chem.libretexts.org/Courses/SUNY_Oneonta/Chem_322_Lecture_Content/03%3A_Oxidation_and_Reduction_Reactions/3.08%3A_Flavin-Dependent_Monooxygenase_Reactions_-_Hydroxylation_Epoxidation_and_the_Baeyer-Villiger_OxidationBelow are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-member...Below are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-membered carbon-carbon-oxygen ring).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Catalytic_Asymmetric_Synthesis_(Punniyamurthy)/05%3A_Oxidation_Reactions/5.06%3A_Dihydroxylation_Aminohydroxylation_and_Aziridination_ReactionsInsertion of oxygen atom in between the ketone carbonyl and an adjacent carbon yielding the expanded ester is called as Baeyer-Villiger oxidation (BVO). Under the influence of a chiral reagent, this o...Insertion of oxygen atom in between the ketone carbonyl and an adjacent carbon yielding the expanded ester is called as Baeyer-Villiger oxidation (BVO). Under the influence of a chiral reagent, this oxidation can be carried out asymmetrically. In case of a racemic ketone, a chiral catalyst has the potential of performing a kinetic resolution. The catalytic asymmetric BVO remains as one of the most powerful methods to convert a ketone into an ester.
- https://chem.libretexts.org/Bookshelves/General_Chemistry/Book%3A_Structure_and_Reactivity_in_Organic_Biological_and_Inorganic_Chemistry_(Schaller)/V%3A__Reactivity_in_Organic_Biological_and_Inorganic_Chemistry_3/11%3A_Electrophilic_Rearrangement/11.03%3A_Baeyer-Villiger_RearrangementThe Baeyer-Villiger rearrangement is the conversion of a ketone to an ester via the insertion of an oxygen atom next to the carbonyl. The reaction involves initial addition of a peroxide to the carbon...The Baeyer-Villiger rearrangement is the conversion of a ketone to an ester via the insertion of an oxygen atom next to the carbonyl. The reaction involves initial addition of a peroxide to the carbonyl carbon. The resulting adduct undergoes rearrangement to form the ester. Exercise \PageIndex1 Predict the products of the following Baeyer-Villiger reactions. Answer
- https://chem.libretexts.org/Courses/Oregon_Institute_of_Technology/OIT%3A_CHE_333_-_Organic_Chemistry_III_(Lund)/15%3A_Oxidation_and_Reduction_Reactions/15.7%3A_Flavin-Dependent_Monooxygenase_Reactions_-_Hydroxylation_Epoxidation_and_the_Baeyer-Villiger_OxidationBelow are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-member...Below are two examples of biochemical transformations catalyzed by monooxygenase enzymes: one is a hydroxylation, the other is an epoxidation (an epoxide functional group is composed of a three-membered carbon-carbon-oxygen ring).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Basic_Principles_of_Organic_Chemistry_(Roberts_and_Caserio)/16%3A_Carbonyl_Compounds_I-_Aldehydes_and_Ketones._Addition_Reactions_of_the_Carbonyl_Group/16.08%3A_Oxidation_of_Carbonyl_CompoundsAldehdyes are oxidized easily by moist silver oxide or by potassium permanganate solution to the corresponding acids. The mechanism of the permanganate oxidation has some resemblance to the chromic ac...Aldehdyes are oxidized easily by moist silver oxide or by potassium permanganate solution to the corresponding acids. The mechanism of the permanganate oxidation has some resemblance to the chromic acid oxidation of alcohols. The oxidation of benzenecarbaldehyde with peroxybenzenecarboxylic acid is an example of a reaction of wide applicability in which aldehydes are oxidized to carboxylic acids, and ketones are oxidized to esters. The reaction is known as a Baeyer-Villiger oxidation.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules_(Organic_Chemistry)/Reactions/Named_Reactions/Baeyer-Villiger_oxidationBaeyer-Villiger oxidation is the oxidation of a ketone to a carboxylic acid ester using a peroxyacid as the oxidizing agent. When the two ligands on the carbonyl carbon in the ketone are different, Ba...Baeyer-Villiger oxidation is the oxidation of a ketone to a carboxylic acid ester using a peroxyacid as the oxidizing agent. When the two ligands on the carbonyl carbon in the ketone are different, Baeyer-Villiger oxidation is regioselective. Of the two alpha carbons in the ketone, the one that can stabilize a positive charge more effectively, which is the more highly substituted one, migrates from carbon to oxygen preferentially.
