77949-41-8Relevant articles and documents
CONDENSATIONS BIOMIMETIQUES: EDIFICATION DE SQUELETTES TERPENIQUES A PARTIR DE SYNTHONS ISOPRENIQUES
Babin, Didier,Fourneron, Jean-Dominique,Julia, Marc
, p. 588 - 600 (2007/10/02)
The action of perchloric, trifluoroacetic and formic acids on the 1,1-(and 3,3-) dimethylallylic alcohols has been studied.In the presence of formic acid in dichloromethane 2-methyl-3-butene-2-ol (DMVC) has been condensed on the acetate of 3-methyl-3-butene-1-ol (IPA) giving geranylic and lavandulylic type 1,1-adducts.Saponification, dehydration, oxidation and isomerisation of the former type lead to citral.In the same medium, DMVC produces (after saponification) a C10 glycol which upon dehydration produces lavandulol in a convenient way.Geraniol and its acetate have been condensed with low yield on IPA giving farnesylic derivatives.