3772-93-8Relevant articles and documents
Revisiting the Chemistry of Guaiacwood Oil: Identification and Formation Pathways of 5,11- and 10,11-Epoxyguaianes
Tissandié, Lo?c,Gaysinski, Marc,Brévard, Hugues,Meierhenrich, Uwe J.,Filippi, Jean-Jacques
, p. 526 - 537 (2017/03/09)
Guaiacwood oil from Bulnesia sarmientoi Lorentz ex. Griseb is a common natural ingredient of the perfume industry used in both domestic and luxury fragrances for its highly appreciated woody-rosy odor, as well as its excellent fixative properties. Despite its long and traditional use as a perfume ingredient, guaiacwood oil has not been extensively studied. Thus, the chemical characterization of its constituents by using a full array of GC-hyphenated techniques (GC-MS, GC × GC-MS, and pc-GC) combined with conventional chemical fractionation was undertaken. In the course of this work, 15 new sesquiterpenoids mostly belonging to the 5,11- and 10,11-epoxyguaiane families were identified. Each isolated compound was fully characterized by NMR and MS. Collectively, the specific chemical relationships observed between sesquiterpene oxides and alcohols permitted the formulation of probable formation pathways regarding their presence as natural constituents of guaiacwood extracts.
Synthesis of hydrazulenes via Zr-promoted bicyclization of enynes and transition metal-catalyzed or radical cyclization of alkenyl iodides. Efficient synthesis of (±)-7-epi-β-bulnesene
Negishi, Ei-Ichi,Ma, Shengming,Sugihara, Takumichi,Noda, Yumiki
, p. 1922 - 1923 (2007/10/03)
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Total Synthesis of (+/-)-β-Bulnesene, (+/-)-Cryptofauronol, (+/-)-Fauronyl Acetate, and (+/-)-Valeranone
Sammes, Peter G.,Street, Leslie J.
, p. 666 - 668 (2007/10/02)
A versatile method for the preparation of perhydroazulenes and cis-fused 1-decalones is described and exemplified by the synthesis of the title compounds.