Molecular rearrangements in longipinane derivatives

Abstract

Suitable oxygen substituted 2,6,6,9-tetramethyltricyclo[5.4.0.02,8]undec-9-ene (longipinene) derivatives or their saturated analogues, which are both isolated as esters from nature, can be transformed to several new ring-system containing molecules, which include 4,8,8-trimethyl-9-methyleneperhydro-1,5-methanonaphthalene, 4,8,8-trimethyl-9-methylene-1,2,4a,5,6,7,8,8a-octahydro-1,5-meth anonaphthalene, 8,8,9-trimethyl-4-methyleneperhydro-1,3,5-methanonaphthalene, 2,6,6,11-tetramethyltricyclo[5.4.0. 04,8Jundecane, 2,6,6,9-tetramethyltricyclo[5.4.0.04,8]undecane and 4,4,8,9-tetramethylperhydro-1,7-methanonaphthalene derivatives. © 1994 IUPAC