Synthese eines Ferrocen-Spinlabels

The first spinlabelled ferrocene has been prepared by interaction of ferrocenealdehyde and 1-oximino-2-hydroxylamino-1-phenyl-2-methylpropane followed by oxidation with lead(IV) oxide in methanol.

     

Synthese eines neuen Norpatchoulenolanalogons

The synthesis of racemic 4,11,11-trimethyltricyclo[5.3.1.0^5,8]undec-4-en-7-ol (4), a new analogue of norpatchoulenol is described. ByDiels-Alder reaction of 6,6-dimethylcyclohexadienone (3) with methylvinyl ketone followed by hydrogenation and epimerization thesyn-diketone7 was obtained which then has been subjected to aGrignard reaction with vinyl magnesium bromide. After protection of the hydroxyl group of the resulting ketol8 the ketoether9 could be cyclisized to4 by means of a lithium suspension in refluxingTHF.4 shows a weak, characteristic odour of patchouli.

Herrn Prof. Dr.C. H. Eugster mit den besten Wünschen zum 65. Geburtstag gewidmet.     

Synthese eines 3-phenylisochromans

We describe an independent synthesis of the 3-phenylisochromane II via the desoxybenzoin XIV. In connection with this synthesis we publish simple methods for preparing highly substituted desoxybenzoins and 3-phenyl-α-naphthols.