220489-24-7Relevant articles and documents
Enantioselective synthesis of herbertane sesquiterpenes: Synthesis of (-)-α-formylherbertenol
Abad, Antonio,Agullo, Consuelo,Cunat, Ana C.,Perni, Remedios H.
, p. 1607 - 1615 (2007/10/03)
The synthesis of 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde [(-)-α-formylherbertenol 1], a herbertane-type sesquiterpene isolated from the leafy liverwort Herberta adunca, from β-cyclogeraniol is described. The synthesis is based on the previously described preparation of an enantiopure 1,2,2-trimethylcyclopentane synthon from which the characteristic aromatic moiety of 1 is elaborated, using a Robinson annulation and a palladium-catalysed methoxycarbonylation of an aryl triflate as key synthetic steps. The synthesis of the natural sesquiterpene (-)-α-herbertenol, also a natural sequiterpene, using the same methodology is also described. Copyright (C) 2000 Elsevier Science Ltd.