16958-20-6Relevant academic research and scientific papers
The synthesis of (Z)-trisubstituted allylic alcohols by the selective 1,4-hydrogenation of dienol esters: Improved synthesis of (-)-β-santalol
Fehr, Charles,Magpantay, Iris,Vuagnoux, Magali,Dupau, Philippe
, p. 1257 - 1260 (2011/04/16)
(E)-Trisubstituted allylic alcohols are commonly prepared from the corresponding (E)-enals, themselves readily accessible by a simple aldol condensation reaction. We demonstrate that these very same (E)-enals can be converted into (Z)-trisubstituted allylic acetates (and thus alcohols) by a ruthenium-catalyzed 1,4-hydrogenation of the corresponding dienol acetates. This simple solution to a long-lasting problem was applied to an industrially feasible synthesis of (-)-β-santalol.
Studies on the Autoxidation of Branched-chain Olefins. I. Autoxidation of 2-Methylalk-1-enes and 2-Methylalk-2-enes
Bilas, W.,Hoebold, W.,Pritzkow, W.
, p. 125 - 141 (2007/10/02)
The products of the autoxidation of 2-methylpent-1-ene, 2-methylpent-2-ene, 2-methylhex-1-ene, 2-methylhex-2-ene, 2,4,4-trimethylpent-1-ene, and 2,4,4-trimethylpent-2-ene were analyzed by gas chromatography.The identification of the products corresponding to the individual peaks was possible by comparison with authentic substances or by preparative gaschromatographic separation and n.m.r.-spectroscopy of the isolated samples.In this way not only the epoxides and the products of the oxidative cleavage of the C=C double bond but also the allylic alcohols formed by LiAlH4-reduction of the oxidation mixtures could be identified and analyzed.From the results the compositions of the original oxidation mixtures were calculated.
COPPER(I)-CATALYZED REACTION OF ISOPRENE BROMOHYDRIN WITH ORGANOLITHIUM REAGENT
Araki, Shuki,Butsugan, Yasuo
, p. 185 - 186 (2007/10/02)
The reaction of isoprene bromohydrin (1-bromo-2-methyl-3-buten-2-ol) (1) with ethyl-, propyl- and butyllithium in the presence of copper(I) iodide leads to the exclusive formation of the vinyl group migrated 2-alkyl-4-penten-2-ols (3d-3f), in contrast to
