Published January 1, 2012
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Cleavage of ring A and formation of an unusual nor-triterpene skeleton via the Baeyer-Villiger reaction
- 1. Ege Univ, Fac Sci, Dept Chem, TR-35100 Bornova, Turkey
- 2. Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Urla Izmir, Turkey
- 3. Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA
- 4. Ege Univ, Fac Sci, Dept Bioengn, TR-35100 Bornova, Turkey
Description
With the aim to generate a compound library for our biological screening studies, cycloastragenol was subjected to chemical transformation studies. The Baeyer-Villiger oxidation experiments provided an interesting 3,5-seco-4-nor-triterpene skeleton via ring opening followed by an unusual rearrangement. A new methodology is described for transforming triterpenoids into 3,5-seco-4-nor derivatives. (C) 2012 Elsevier Ltd. All rights reserved,
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