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- Corey–Itsuno_reduction abstract "The Corey–Itsuno reduction, also known as the Corey–Bakshi–Shibata (CBS) reduction, is a chemical reaction in which an achiral ketone is enantioselectively reduced to produce the corresponding chiral, non-racemic alcohol. The oxazaborolidine reagent which mediates the enantioselective reduction of ketones was previously developed by the laboratory of Itsuno and thus this transformation may more properly be called the Itsuno-Corey oxazaborolidine reduction.In 1981, Itsuno and coworkers first reported the use of chiral alkoxy-amine-borane complexes in reducing achiral ketones to chiral alcohols enantioselectively and in high yield. Several years later in 1987, E. J. Corey and coworkers developed the reaction between chiral amino alcohols and borane (BH3), generating oxazaborolidine products which were shown to rapidly catalyze the enantioselective reduction of achiral ketones in the presence of BH3•THF.The CBS Reduction has since been utilized by organic chemists as a reliable method for the asymmetric reduction of achiral ketones. Notably, it has found prominent use not only in a number of natural product syntheses, but has been utilized on large scale in industry (See Scope Below). Several reviews have been published.".
- Corey–Itsuno_reduction thumbnail Overall_Rxn.png?width=300.
- Corey–Itsuno_reduction wikiPageID "2383535".
- Corey–Itsuno_reduction wikiPageRevisionID "556825202".
- Corey–Itsuno_reduction subject Category:Name_reactions.
- Corey–Itsuno_reduction subject Category:Organic_redox_reactions.
- Corey–Itsuno_reduction comment "The Corey–Itsuno reduction, also known as the Corey–Bakshi–Shibata (CBS) reduction, is a chemical reaction in which an achiral ketone is enantioselectively reduced to produce the corresponding chiral, non-racemic alcohol.".
- Corey–Itsuno_reduction label "CBS-Reduktion".
- Corey–Itsuno_reduction label "Corey–Itsuno reduction".
- Corey–Itsuno_reduction label "Reducción de Corey-Bakshi-Shibata".
- Corey–Itsuno_reduction label "コーリー・バクシ・柴田還元".
- Corey–Itsuno_reduction label "科里–巴克什–柴田还原反应".
- Corey–Itsuno_reduction sameAs Corey%E2%80%93Itsuno_reduction.
- Corey–Itsuno_reduction sameAs CBS-Reduktion.
- Corey–Itsuno_reduction sameAs Reducción_de_Corey-Bakshi-Shibata.
- Corey–Itsuno_reduction sameAs コーリー・バクシ・柴田還元.
- Corey–Itsuno_reduction sameAs Q903598.
- Corey–Itsuno_reduction sameAs Q903598.
- Corey–Itsuno_reduction wasDerivedFrom Corey–Itsuno_reduction?oldid=556825202.
- Corey–Itsuno_reduction depiction Overall_Rxn.png.