This title appears in the Scientific Report : 2003 

A short olefin metathesis-based route to enantiomerically pure arylated dihydropyrans and a,ß-unsaturated delta-Valero lactones
Wildemann, H.
Dünkelmann, P. / Müller, M. / Schmidt, B.
Biotechnologie 2; IBT-2
The @journal of organic chemistry, 68 (2003) S. 799 - 804
[S.l.] American Chemical Society 2003
799 - 804
12558401
10.1021/jo0264729
Journal Article
Biotechnologie
Journal of Organic Chemistry 68
J
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OpenAccess
Please use the identifier: http://hdl.handle.net/2128/2434 in citations.
Please use the identifier: http://dx.doi.org/10.1021/jo0264729 in citations.
The synthesis of arylated dihydropyrans and unsaturated lactones starting from enantiomerically pure alpha-hydroxy ketones (prepared by an enzyme-catalyzed benzoin condensation) is described. The key steps are a highly diastereoselective addition of vinyl metal compounds under chelate control and a ruthenium-catalyzed ring-closing olefin metathesis reaction. Elucidation of the relative configuration of the final products was achieved by NOE experiments.