α-Rhodinol and α-Citronellol aus optisch aktivem cis-Pinan

Abstract

Acid catalyzed isomerisation of the 3,7-dimethyl-1,6-octadienes 2 a and 2 b affords the enantiomeric 2,6-dimethyl-1,7-octadienes 7a and 7b respectively in practically quantitative yield. Hydroalumination of the vinylgroup in 7a and 7b followed by oxygenation and hydrolysis gives rise to α-rhodinol 9a and (+)-α-citronellol 9b of high optical purity.