22555-61-9Relevant academic research and scientific papers
Sustainable catalytic protocols for the solvent free epoxidation and: Anti -dihydroxylation of the alkene bonds of biorenewable terpene feedstocks using H2O2 as oxidant
Cunningham, William B.,Tibbetts, Joshua D.,Hutchby, Marc,Maltby, Katarzyna A.,Davidson, Matthew G.,Hintermair, Ulrich,Plucinski, Pawel,Bull, Steven D.
supporting information, p. 513 - 524 (2020/02/13)
A tungsten-based polyoxometalate catalyst employing aqueous H2O2 as a benign oxidant has been used for the solvent free catalytic epoxidation of the trisubstituted alkene bonds of a wide range of biorenewable terpene substrates. This epoxidation protocol has been scaled up to produce limonene oxide, 3-carene oxide and α-pinene oxide on a multigram scale, with the catalyst being recycled three times to produce 3-carene oxide. Epoxidation of the less reactive disubstituted alkene bonds of terpene substrates could be achieved by carrying out catalytic epoxidation reactions at 50 °C. Methods have been developed that enable direct epoxidation of untreated crude sulfate turpentine to afford 3-carene oxide, α-pinene oxide and β-pinene oxide. Treatment of crude epoxide products (no work-up) with a heterogeneous acid catalyst (Amberlyst-15) results in clean epoxide hydrolysis to afford their corresponding terpene-anti-diols in good yields.
Stereoselective trans-dihydroxylation of terpinen-4-ol: Synthesis of some stereoisomers of p-menthane-1,2,4-triol
Cristea, Ioan,Kozma, Erika,Batiu, Carmen
, p. 915 - 918 (2007/10/03)
A high level of trans-stereoselectivity in the dihydroxylation of the homoallylic alcohol, terpinen-4-ol 1 (R=H) has been achieved. Thus, the enantiomeric triols 2a and 2b were separately synthesized in high yield and with high stereoselectivity by trans-
Constituents of Pyrolytic Products from the Gum Resin of Boswellia carteri Birdw. (Incense "Aden"); III.
Pailer, Matthias,Scheidl, Otto,Gutwillinger, Hans,Klein, Erich,Obermann, Hugo
, p. 987 - 1006 (2007/10/02)
1,2,4-Trihydroxy-p-menthane (1) was isolated from the pyrolytic products of incense "Aden" (gum resin of Boswellia carteri Birdw.).The relative and absolute configuration of 1 was established on the basis of spectral and chemical evidences and also confir
