| Literature DB >> 18702495 |
Marloes A Wijdeven1, Roel Wijtmans, Rutger J F van den Berg, Wim Noorduin, Hans E Schoemaker, Theo Sonke, Floris L van Delft, Richard H Blaauw, Richard W Fitch, Thomas F Spande, John W Daly, Floris P J T Rutjes.
Abstract
A stereoselective synthesis of (+)-epiquinamide is presented in combination with determination of the absolute configuration of the natural product. Key steps in the sequence involved chemoenzymatic formation of an enantiomerically pure cyanohydrin, reductive cyclization to the corresponding cyclic N,N-acetal, and subsequent conversion into a suitable N-acyliminium ion precursor to enable construction of the second ring.Entities:
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Year: 2008 PMID： 18702495 DOI： 10.1021/ol801490m
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005