497239-72-2Relevant articles and documents
A short olefin metathesis-based route to enantiomerically pure arylated dihydropyrans and α,β-unsaturated δ-valero lactones
Wildemann, Holger,Duenkelmann, Pascal,Mueller, Michael,Schmidt, Bernd
, p. 799 - 804 (2007/10/03)
The synthesis of arylated dihydropyrans and unsaturated lactones starting from enantiomerically pure α-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.
