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Asymmetric counteranion-directed catalysis
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Asymmetric counteranion-directed catalysis : ウィキペディア英語版
Asymmetric counteranion-directed catalysis
Asymmetric counteranion-directed catalysis (ACDC) or chiral anion catalysis in enantioselective synthesis is ""induction of enantioselectivity in a reaction proceeding through a cationic intermediate by means of ion pairing with a chiral, enantiomerically pure anion provided by the catalyst".〔 The ACDC concept was introduced in 2006 by Benjamin List,
In 2000 Llewellyn, Adamson & Arndtsen used a chiral borate anion in olefin aziridination and cyclopropanation. Chiral anions were also described by Dean Toste in 2007 and by Rueping also in 2007. Ion pairing is loosely defined and ACDC includes enantioselective Brønsted acid catalysis.
ACDC is deployed in area's of scientific research such as organocatalysis, transition-metal catalysis and Lewis acid catalysis.
Examples of enantioselective catalysis include allene hydroxyalkoxylation (Toste 2007) in which the active catalyst is a salt of gold(I) and a phosphate of a chiral binaphthol:〔''A Powerful Chiral Counterion Strategy for Asymmetric Transition Metal Catalysis'' Gregory L. Hamilton, Eun Joo Kang, Miriam Mba, F. Dean Toste. ''Science'' 317, 496 (2007) 〕〔Starting catalyst: 1,2-bis(diphenylphosphino)ethane (dppm) gold(I) chloride complex〕
:
A similar system (Reuping, 2007) was used in an alkynylation of an imino ester.
==References==


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