Abstract
The synthesis of vallartanone B, a γ-pyrone-containing polypoprionate from the marine mollusc Siphonaria maura, is described. A γ-pyrone moiety, which was constructed by PPh3-CCl4 cyclization of a β-triketone, and a C1-C6 segment were joined by a Sn(OTf)2 aldol reaction and converted to vallartanone B. This synthesis allows for revision of the stereochemistry at C8. A conformational analysis was performed using PM3 to examine the proposed interpretation of its CD spectrum.
Original language | English |
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Pages (from-to) | 13901-13908 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 52 |
Issue number | 44 |
DOIs | |
Publication status | Published - 1996 Oct 28 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry