Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5230251 | Tetrahedron | 2007 | 8 Pages |
Abstract
The enantioselective synthesis of 1-(R)-hydroxypolygodial and its epimer at C-9 is described. α-Ionone was the starting material. Key steps of these syntheses included a Corey-Bakshi-Shibata oxazaborolidine-mediated reduction and a stereoselective Diels-Alder reaction. No vanilloid activity was detected for both compounds in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1.
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Organic Chemistry
Authors
Carmela Della Monica, Giorgio Della Sala, Irene Izzo, Luciano De Petrocellis, Vincenzo di Marzo, Aldo Spinella,