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Synfacts 2008(12): 1336-1336  
DOI: 10.1055/s-0028-1083576
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Imidazolium-Tagged Hydroxyproline

Contributor(s): Benjamin List, Frank Lay
M. Lombardo*, F. Pasi, S. Easwar, C. Trombini*
Università degli Studi di Bologna and Consorzio Interuniversitario Nazionale La Chimica per l’ Ambiente, Marghera, Italy
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Publication History

Publication Date:
20 November 2008 (online)

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Significance

trans-4-Hydroxy-l-proline tagged with an imidazolium moiety efficiently catalyzes the direct asymmetric cross-aldol reaction under aqueous biphasic conditions. Compared to the reaction in ionic liquids, better results in terms of catalytic activity and stereo­chemical performance are achieved. Furthermore, facile separation of the catalyst and recycling for five times without considerable loss of yield and stereoselectivity is shown.