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The Corey–Itsuno reduction, also known as the Corey–Bakshi–Shibata (CBS) reduction, is a chemical reaction in which a prochiral ketone is enantioselectively reduced to produce the corresponding chiral, non-racemic alcohol.
Enantioselective ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined alcohols. [ 1 ] Carbonyl reduction, the net addition of H 2 across a carbon-oxygen double bond, is an important way to prepare alcohols.
The aluminium based Meerwein–Ponndorf–Verley reduction can be performed on prochiral ketones leading to chiral alcohols. The three main ways to achieve the asymmetric reduction is by use of a chiral alcohol hydride source, use of an intramolecular MPV reduction, or use of a chiral ligand on the aluminium alkoxide.
In stereochemistry, prochiral molecules are those that can be converted from achiral to chiral in a single step. [1] [2] An achiral species which can be converted to a chiral in two steps is called proprochiral. [2] If two identical substituents are attached to an sp 3-hybridized atom, the descriptors pro-R and pro-S are used to distinguish ...
Enantioselective synthesis, also called asymmetric synthesis, [1] is a form of chemical synthesis.It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in unequal amounts."
Corey–Bakshi–Shibata reduction (CBS reduction)-1. In 1987, Elias James Corey and co-workers found out that the formation of oxazaborolidines from borane and chiral amino alcohols. And the oxazaborolidines were found to catalyze the rapid and highly enantioselective reduction of prochiral ketones in the presence of BH3THF.
Calusinski's trial attorney, Paul De Luca, tells Moriarty he had little to counter the alleged skull fracture because, before trial, prosecutors gave him a disc containing dark, unreadable X-rays.
It finds many uses in organic reactions such as the CBS reduction, Diels-Alder reactions and (3+2) cycloadditions. Proline, a naturally occurring chiral compound, is readily and cheaply available. It transfers its stereocenter to the catalyst which in turn is able to drive an organic reaction selectively to one of two possible enantiomers .