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CBS catalyst : ウィキペディア英語版 | CBS catalyst
The CBS catalyst or Corey-Bakshi-Shibata catalyst is an asymmetric catalyst derived from proline. 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 enantioselectively to one of two possible enantiomers. This selectivity is due to steric strain in the transition state that develops for one enantiomer but not for the other. == Synthesis == The CBS catalyst can be prepared from diphenylprolinol The catalyst is also useful in asymmetric Aldol reactions. Diphenylprolinol is condensed with a phenylboronic acid, or with borane (as shown below), to give the CBS catalyst, which complexes ''in situ'' with borane to give the active catalyst.
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