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Org Biomol Chem ; 11(46): 8026-9, 2013 Dec 14.
Article in English | MEDLINE | ID: mdl-24158694

ABSTRACT

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.


Subject(s)
Cyclopropanes/chemistry , Furans/chemical synthesis , Sesquiterpenes/chemical synthesis , Temperature , Alkenes/chemistry , Crystallography, X-Ray , Furans/chemistry , Ketones/chemistry , Models, Molecular , Molecular Conformation , Sesquiterpenes/chemistry
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