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Journal ArticleDOI

Organocatalytic Oxidation. Asymmetric Epoxidation of Olefins Catalyzed by Chiral Ketones and Iminium Salts

O. Andrea Wong, +1 more
- 01 Jul 2008 - 
- Vol. 108, Iss: 9, pp 3958-3987
TLDR
Ketones with an Attached Chiral Moiety, Chiral Iminium Salt-Catalyzed Epoxidation, and Other Carbohydrate-Based Catalysts 3976 2.8.2.
Abstract
2.6.4. Other Carbohydrate-Based Catalysts 3976 2.7. Carbocyclic Ketones 3977 2.8. Ketones with an Attached Chiral Moiety 3979 3. Chiral Iminium Salt-Catalyzed Epoxidation 3979 3.

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Citations
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Journal ArticleDOI

Enzyme-mediated oxidations for the chemist

TL;DR: The present state of the art in the use of enzymes and microorganisms for catalytic oxidation and oxyfunctionalization chemistry is reviewed.
Journal ArticleDOI

Recent advances in catalytic asymmetric epoxidation using the environmentally benign oxidant hydrogen peroxide and its derivatives.

TL;DR: A critical review discusses the advances that have been made using both metal-based and organocatalytic homogeneous catalysts to produce epoxides using environmentally benign oxidants, especially hydrogen peroxide.
Journal ArticleDOI

An organocatalytic asymmetric chlorolactonization.

TL;DR: This work represents the first example of an enantioselective reagent-controlled chlorolactonization that approaches synthetically useful enantiOSElectivities.
Journal ArticleDOI

Catalytic Asymmetric Oxygenations with the Environmentally Benign Oxidants H2O2 and O2.

TL;DR: An overview of catalyst systems capable of conducting asymmetric oxygenative transformations of organic molecules and, in line with the major trend to sustainability, relying on green oxidants H2O2 and O2 as the ultimate oxygen source is given.
References
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Journal ArticleDOI

Synthesis of l-fructose

TL;DR: In this paper, the 4,6-O-isopropylidene protecting group was removed and a 3,4-anhydro-ring was formed, which was then tosylated to give a 1,3-di-O -p -tolylsulfonyl-α- l -sorbofuranoside.
Journal ArticleDOI

Synthesis of Cryptophycin 52 Using the Shi Epoxidation

TL;DR: A synthesis of cryptophycin 52 is reported using a Shi epoxidation strategy to install the epoxide moiety in a diastereoselective fashion.
Journal ArticleDOI

Catalytic asymmetric epoxidation of alkenes with arabinose-derived uloses

TL;DR: In this paper, four l -erythro-2-uloses were readily prepared from l -arabinose via a reaction sequence involving Fischer glycosidation, acetalization and oxidation.
Journal ArticleDOI

Electron transfer initiated heterogenerative cascade cyclizations: polyether synthesis under nonacidic conditions.

TL;DR: In this article, single-electron oxidation has been employed to initiate heterogenerative cascade cyclization reactions that form polyether compounds under essentially neutral conditions, which proceed through mesolytic benzylic carbon−carbon bond cleavages of homobenzylic ether-derived radical cations.
Journal ArticleDOI

Asymmetric epoxidation catalyzed by esters of α-hydroxy-8-oxabicyclo[3.2.1]octan-3-one

TL;DR: Several esters of α-hydroxy-8-oxabicyclo[3.2.1]octan-3-one were prepared and tested as catalysts for alkene epoxidation by Oxone® as mentioned in this paper.
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