| Literature DB >> 15070319 |
Ferdows Hilli1, Jonathan M White, Mark A Rizzacasa.
Abstract
The formal total synthesis of the myxobacteria metabolite (-)-apicularen A (1) is described. The key step involved a novel acid-mediated transannular conjugate addition of the C13 hydroxyl into the alpha,beta-unsaturated ketone in either of the macrolactones 5a or 5b to provide the same trans-pyranone 4. Conversion of 4 into the known apicularen intermediate diol 3 completed the formal synthesis. [reaction: see text]Entities:
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Year: 2004 PMID： 15070319 DOI： 10.1021/ol0497943
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005