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  2. Enantioselective reduction of ketones - Wikipedia

    en.wikipedia.org/wiki/Enantioselective_reduction...

    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.

  3. Corey–Itsuno reduction - Wikipedia

    en.wikipedia.org/wiki/Corey–Itsuno_reduction

    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.

  4. Meerwein–Ponndorf–Verley reduction - Wikipedia

    en.wikipedia.org/wiki/Meerwein–Ponndorf...

    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.

  5. Prochirality - Wikipedia

    en.wikipedia.org/wiki/Prochirality

    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 ...

  6. Borylation - Wikipedia

    en.wikipedia.org/wiki/Borylation

    And the oxazaborolidines were found to catalyze the rapid and highly enantioselective reduction of prochiral ketones in the presence of BH3THF. This enantioselective reduction of achiral ketones with catalytic oxazaborolidine is called Corey–Bakshi–Shibata reduction or CBS reduction. [28] [29] Corey-Bakshi-Shibata Reduction (CBS Reduction)-2

  7. Proline-catalyzed aldol reactions - Wikipedia

    en.wikipedia.org/wiki/Proline-catalyzed_aldol...

    Barbas' collaborator List also extended the reaction to asymmetric prochiral ketones: List and Notz also revealed that proline and 5,5-dimethyl thiazolidinium-4-carboxylate appeared to be optimal catalysts within a large group of screened amines. [14] In 2002 the Macmillan group demonstrated a proline-catalyzed aldol reaction between aldehydes ...

  8. Artificial metalloenzyme - Wikipedia

    en.wikipedia.org/wiki/Artificial_metalloenzyme

    The formed ArM can catalyze the reduction of prochiral ketones. Taking advantages of protein evolvability, different mutants of streptavidin can achieve different stereoselectivity. Throughout the years, many streptavidin-based enzymes were developed, enabling catalysis of very complex transformations in water, under ambient conditions.

  9. Hydrocyanation - Wikipedia

    en.wikipedia.org/wiki/Hydrocyanation

    Most alkenes are prochiral, and their hydrocyanation generates chiral nitriles. Conventional hydrocyanation catalysts, e.g. Ni(P(OR) 3) 4, catalyse the formation of racemic mixtures. When however the supporting ligands are chiral, the hydrocyanation can be highly enantioselective.

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