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Cleavage of ring A and formation of an unusual nor-triterpene skeleton via the Baeyer-Villiger reaction
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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.