100572-87-0Relevant articles and documents
Terpenes and Terpene Derivatives, XVIII. - Concerning the Preparation of rac-γ-Curcumene
Weyerstahl, Peter,Marschall-Weyerstahl, Helga,Scholz, Stefan
, p. 1021 - 1029 (2007/10/02)
Preparation of pure γ-curcumene (3) described by Birch in 1949 via dehydratization of the alcohol 5 with SOCl2/pyridine was not reproducible.Mixtures of α-, β-, and γ-curcumene (1-3) were obtained even with POCl3/pyridine or Burgess reagent.Analogously the secondary alcohol 20 yielded mixtures of 3 and the 1,3-dienes 21 and (presumably) 22. - Li/NH3 reduction of the tert. benzyl alcohol 8 afforded after work-up directly the dienone 15 which with MeLi gave the dehydro derivative 16 of zingiberenol (17).