101925-61-5Relevant articles and documents
BIOMIMETIC CYCLIZATION OF 4β,5α-EPOXY-6β-ACETOXY-TRANS-GERMACR-1(10)-ENE TO FORM CIS-(1β-H;5β-H)-GUAIANES
Garcia-Granados, A.,Molina, A.,Cabrera, E.
, p. 81 - 87 (1986)
A new 4β,5α-epoxy-6β-acetoxy-trans-germacr-1(10)-ene has been isolated from Sideritis varoi subsp. cuatrecasasii.The product has been subjected to several biomimetic cyclizations which have rendered cis-(1β-H,5β-H)-guaianes.One of these guaianes presents the same structure as a product also present in an extract of this plant.Chemical structure of guaianes have been established by 1H-NMR, 13C-NMR, ORD experiences and chemical correlations.The stereospecificity of the cyclization is explained according to a conformation in which the 14 and 15 methyl groups are syn.