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Synlett 2013; 24(12): 1529-1532
DOI: 10.1055/s-0033-1338960
DOI: 10.1055/s-0033-1338960
letter
On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles
Further Information
Publication History
Received: 17 April 2013
Accepted after revision: 07 May 2013
Publication Date:
12 June 2013 (online)
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
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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For recent examples in natural product synthesis, see:
Selected examples:
Literature based on our recent studies on lipase-catalyzed transformations of primary alcohols: