MOLECULAR REARRANGEMENT OF RASTEVIONE MESYLATE INTO ARTEAGANE DERIVATIVES

Authors
ROMAN LU ZEPEDA LG MORALES NR HERNANDEZ JD CERDAGARCIAROJAS CM JOSEPHNATHAN P
Citation
Lu. Roman et al., MOLECULAR REARRANGEMENT OF RASTEVIONE MESYLATE INTO ARTEAGANE DERIVATIVES, Journal of natural products, 58(12), 1995, pp. 1808-1816
Citations number
16
Categorie Soggetti
Chemistry,"Plant Sciences","Pharmacology & Pharmacy
Journal title
Journal of natural products → ACNP
ISSN journal
01633864
Volume
58
Issue
12
Year of publication
1995
Pages
1808 - 1816
Database
ISI
SICI code
0163-3864(1995)58:12<1808:MRORMI>2.0.ZU;2-S
Abstract
Molecular rearrangment of rastevione mesylate [1] in alkaline medium a fforded two epimeric 2,6,6,11-tetramethyltricyclo[5.4.0.0(4,8)]undecan e derivatives [2 and 3] by a 1,3-bond migration. Their stereostructure s, which possess a new hydrocarbon skeleton named arteagane, were eluc idated from nmr data in combination with X-ray diffraction analyses of 3 and its diacetate 7. The conformations of 2, 3, and several derivat ives are reported.