7785-54-8Relevant articles and documents
Heteropoly acid catalysts for the synthesis of fragrance compounds from bio-renewables: Acetylation of nopol and terpenic alcohols
Costa, Vinicius V.,Da Silva Rocha, Kelly A.,Oliveira, Luiz C. A.,Kozhevnikova, Elena F.,Kozhevnikov, Ivan V.,Gusevskaya, Elena V.
, p. 43217 - 43222 (2016/05/24)
The cesium salt of tungstophosphoric heteropoly acid, Cs2.5H0.5PW12O40, is an active and environmentally friendly heterogeneous catalyst for the liquid-phase acetylation of nopol and several biomass-derived terpenic alcohols (i.e., α-terpineol, nerol, geraniol, linalool, menthol, isoborneol, perillyl alcohol, carveol, isopulegol, carvacrol and nerolidol) with acetic anhydride. The resulting flavor and fragrance acetic esters, which are widely used in perfumery, household and food products, are obtained in good to excellent yields. The reactions occur at room temperature with low catalyst loadings without substantial catalyst leaching and can be performed with stoichiometric amounts of an acetylating agent in solvent free systems.
Facile synthesis of the cyclopentane moiety of (all-E,2R,5R,6S)-2,6-cyclolycopene-1,5-diol
Traber,Pfander
, p. 7197 - 7198 (2007/10/03)
The carotenoid (2R,5R,6S)-2,6-cyclolycopene-1,5-diol (1) bears a tetrasubstituted cyclopentane ring with three neighbouring stereogenic centers. The cyclic aldehyde 2 with the correct substitution pattern was synthesized in four steps from (R)-α-terpineol (3). From 2 the carotenoid 1 was prepared and investigated by CD spectroscopy. (C) 2000 Elsevier Science Ltd.
Solvomercuration-Demercuration of Limonene with Hg(BF4)2; A Chemo- and Regiospecific Route to 8-Substituted p-Menthenes
Mattos, Marcio C.S. de,Kover, W. Bruce,Aznar, Fernando,Barluenga, Jose
, p. 4863 - 4866 (2007/10/02)
Solvomercuration-demercuration of limonene with equimolar Hg(BF4)2 and excess nucleophile (-20 deg C) functionalizes the acyclic double bond and provides specifically 8-substituted p-menthenes.Key words: limonene; mercuration-demercuration; α-terpineol; mercuric tetrafluoroborate; p-menthenes
Rearrangement of Pinane Derivatives. Part 8. Deamination of 2αH-Pinan-3α-ylamine
Giddings, Rodney M.,Jones-Parry, Richard,Salmon, J. Roger,Whittaker, David
, p. 725 - 728 (2007/10/02)
Solvolysis of 2αH-pinan-3α-yl toluene-p-sulphonate has been shown to proceed with concomitant 1,2-hydride shift to give the pinan-2-yl carbocation.Contrary to earlier reports, this species reacts normally to give, in good yield, pinan-2-yl substitution products.In contrast the pinan-3-ylamines react via a similar route, but give much smaller amounts of pinan-2-yl products.The usual reasons for differences between solvolysis and deamination (i.e. the intermediacy of diazonium ions and/or high-energy ions) can be discounted, and possible reasons for the differences in behaviour are discussed.