The first synthesis of the sesquiterpene Lindenene is described. A novel non-catalysed intramolecular cyclopropanation reaction between a diazoketone and an unactivated alkene was utilised to construct the relatively labile ketone precursor with complete stereocontrol. This ketone was transformed in three steps into Lindenene.
Keywords:
Alkenes
,Crystallography, X-Ray
,Cyclopropanes
,Furans
,Ketones
,Models, Molecular
,Molecular Conformation
,Sesquiterpenes
,Temperature