Abstract |
Photooxygenation of 2-(gamma-hydroxyalkyl)furans followed by dehydration affords, in one synthetic operation and in high yield, gamma- spiroketal gamma- lactones. This newly developed technology was successfully applied to the synthesis of three different epimers of pyrenolide D, as well as to the first synthesis of the anticancer natural product crassalactone D and its C4-epimer.
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Authors | Elias Pavlakos, Thomas Georgiou, Maria Tofi, Tamsyn Montagnon, Georgios Vassilikogiannakis |
Journal | Organic letters
(Org Lett)
Vol. 11
Issue 20
Pg. 4556-9
(Oct 15 2009)
ISSN: 1523-7052 [Electronic] United States |
PMID | 19746914
(Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
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Chemical References |
- Furans
- Hydroxides
- Lactones
- Spiro Compounds
- crassalactone D
- pyrenolide D
- spiroketal
- hydroxide ion
- Hydrogen Peroxide
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Topics |
- Furans
(chemical synthesis, chemistry)
- Hydrogen Peroxide
(chemistry)
- Hydroxides
(chemistry)
- Lactones
(chemistry)
- Spiro Compounds
(chemical synthesis, chemistry)
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