Tetrahedron p. 81 - 87 (1986)
Update date:2022-08-05
Topics:
Garcia-Granados, A.
Molina, A.
Cabrera, E.
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.
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Doi:10.1021/jo01095a606
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