Synlett 2013; 24(12): 1529-1532
DOI: 10.1055/s-0033-1338960
letter
© Georg Thieme Verlag Stuttgart · New York

On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles

Daniel Thiel
Department für Chemie, Universität zu Köln, Greinstr. 4, 50939 Cologne, Germany   Fax: +49(221)4705102   eMail: jan.deska@uni-koeln.de
,
Jan Deska*
Department für Chemie, Universität zu Köln, Greinstr. 4, 50939 Cologne, Germany   Fax: +49(221)4705102   eMail: jan.deska@uni-koeln.de
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Publikationsverlauf

Received: 17. April 2013

Accepted after revision: 07. Mai 2013

Publikationsdatum:
12. Juni 2013 (eFirst)

Abstract

The direct combination of the desymmetrization of N-heterocyclic meso-diols using lipase from Mucor miehei as biocatalyst and subsequent ring expansion of the optically active products by activation of the remaining hydroxy group gives rise to functionalized nonsymmetrical piperidines in a highly enantio- and dia­stereoselective manner.

Supporting Information

 
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