| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5219973 | Tetrahedron | 2011 | 8 Pages |
Abstract
An enantioselective synthesis of the structure reported for the natural antifungal compound, (â)-crassinervic acid (1), has been achieved starting from geraniol and p-hydroxybenzoic acid. The key chirality-inducing step is a Sharpless asymmetric epoxidation of an allylic alcohol, on the basis of which the S configuration can be assigned to the (â) natural enantiomer. The discrepancies between the spectroscopic data for synthetic and natural crassinervic acid cast some doubts on the structure assigned to the natural compound. A possible revised structure is discussed.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Jyotsna N. Chakor, Lucio Merlini, Sabrina Dallavalle,