Molecular rearrangement of rastevione mesylate into arteagane derivatives

Luisa U. RomáN, L. Gerardo Zepeda, N. Rebeca Morales, Juan D. HernáNdez, Carlos M. Cerda-GarcíA-Rojas, Pedro Joseph-Nathan

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Molecular rearranement of rastevione mesylate [1] in alkaline medium afforded two epimeric 2,6,6,11-tetramethyltricyclo[5.4.0.0 4.8]undecane derivatives [2 and 3] by a 1,3-bond migration. Their stereostructures, which possess a new hydrocarbon skeleton named arteagane, were elucidated from nmr data in combination with X-ray diffraction analyses of 3 and its diacetate 7. The conformations of 2, 3, and several derivatives are reported.

Original languageEnglish
Pages (from-to)1808-1816
Number of pages9
JournalJournal of Natural Products
Volume58
Issue number12
DOIs
StatePublished - Dec 1995
Externally publishedYes

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