A general synthetic route of dihydroagarofuran sesquiterpenoid from α-(−)-santonin
✍ Scribed by Yong Qiang Tu; Liang Dong Sun
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 226 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A general and etticiant approach for synthesis of dihydruagarofuran sesquiterpanoid, the core structure of the polyol esters extensively present in the Celastraceae plants, has beqm developed by a series of transformations, which mainly include three creative and synthetically valuable conversions: the strategic donble-bond shifting of 3, the versatile re~.gement of epoxide 5 gmerating two key functions, the C5-OH and 7,11-Double-bond, and the stereoselective cyclizatiord reduction of 8 constructing the tetrahydrofuran ring of 11. Thus the sesquiterpenoid 3ct,6ct,12lrihydroxy-dihydoagarofuran I was synthesized.
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