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- Sharpless_epoxidation abstract "The Sharpless epoxidation reaction is an enantioselective chemical reaction to prepare 2,3-epoxyalcohols from primary and secondary allylic alcohols.The stereochemistry of the resulting epoxide is determined by the diastereomer of the chiral tartrate diester (usually diethyl tartrate or diisopropyl tartrate) employed in the reaction. The oxidizing agent is tert-butyl hydroperoxide. Enantioselectivity is achieved by a catalyst formed from titanium tetra(isopropoxide) and diethyl tartrate. Only 5–10 mol% of the catalyst in the presence of 3Å molecular sieves (3Å MS) is necessary.The Sharpless epoxidation's success is due to five major reasons. First, epoxides can be easily converted into diols, aminoalcohols or ethers, so formation of chiral epoxides is a very important step in the synthesis of natural products. Second, the Sharpless epoxidation reacts with many primary and secondary allylic alcohols. Third, the products of the Sharpless epoxidation frequently have enantiomeric excesses above 90%. Fourth, the products of the Sharpless epoxidation are predictable using the Sharpless Epoxidation model. Finally, the reactants for the Sharpless epoxidation are commercially available and relatively cheap.Several reviews have been published.K. Barry Sharpless shared the 2001 Nobel prize in Chemistry for his work on asymmetric oxidations.The prize was shared with William S. Knowles and Ryōji Noyori.".
- Sharpless_epoxidation thumbnail Sharpless_epoxidation_DE.svg?width=300.
- Sharpless_epoxidation wikiPageExternalLink 16_Sharpless_Asymmetric_E.pdf.
- Sharpless_epoxidation wikiPageID "173356".
- Sharpless_epoxidation wikiPageRevisionID "602011063".
- Sharpless_epoxidation hasPhotoCollection Sharpless_epoxidation.
- Sharpless_epoxidation subject Category:Catalysis.
- Sharpless_epoxidation subject Category:Epoxides.
- Sharpless_epoxidation subject Category:Name_reactions.
- Sharpless_epoxidation subject Category:Organic_redox_reactions.
- Sharpless_epoxidation type ChemicalProcess113446390.
- Sharpless_epoxidation type ChemicalReaction113447361.
- Sharpless_epoxidation type NameReactions.
- Sharpless_epoxidation type NaturalProcess113518963.
- Sharpless_epoxidation type OrganicRedoxReactions.
- Sharpless_epoxidation type PhysicalEntity100001930.
- Sharpless_epoxidation type Process100029677.
- Sharpless_epoxidation comment "The Sharpless epoxidation reaction is an enantioselective chemical reaction to prepare 2,3-epoxyalcohols from primary and secondary allylic alcohols.The stereochemistry of the resulting epoxide is determined by the diastereomer of the chiral tartrate diester (usually diethyl tartrate or diisopropyl tartrate) employed in the reaction. The oxidizing agent is tert-butyl hydroperoxide. Enantioselectivity is achieved by a catalyst formed from titanium tetra(isopropoxide) and diethyl tartrate.".
- Sharpless_epoxidation label "Asymetryczna epoksydacja Sharplessa".
- Sharpless_epoxidation label "Epossidazione di Sharpless".
- Sharpless_epoxidation label "Epoxidación de Sharpless".
- Sharpless_epoxidation label "Sharpless epoxidation".
- Sharpless_epoxidation label "Sharpless-Epoxidierung".
- Sharpless_epoxidation label "Sharpless-epoxidatie".
- Sharpless_epoxidation label "Époxydation de Sharpless".
- Sharpless_epoxidation label "シャープレス酸化".
- Sharpless_epoxidation label "夏普莱斯不对称环氧化反应".
- Sharpless_epoxidation sameAs Sharpless-Epoxidierung.
- Sharpless_epoxidation sameAs Epoxidación_de_Sharpless.
- Sharpless_epoxidation sameAs Époxydation_de_Sharpless.
- Sharpless_epoxidation sameAs Epossidazione_di_Sharpless.
- Sharpless_epoxidation sameAs シャープレス酸化.
- Sharpless_epoxidation sameAs Sharpless-epoxidatie.
- Sharpless_epoxidation sameAs Asymetryczna_epoksydacja_Sharplessa.
- Sharpless_epoxidation sameAs m.017cn6.
- Sharpless_epoxidation sameAs Q902026.
- Sharpless_epoxidation sameAs Q902026.
- Sharpless_epoxidation sameAs Sharpless_epoxidation.
- Sharpless_epoxidation wasDerivedFrom Sharpless_epoxidation?oldid=602011063.
- Sharpless_epoxidation depiction Sharpless_epoxidation_DE.svg.
- Sharpless_epoxidation isPrimaryTopicOf Sharpless_epoxidation.