The Synthesis and the Absolute Configurations of Lilac Alcohols, New Naturally Occurring Odorous Ingredients of Lilac Flower

Autor: Wakayama, Seiji, Namba, Satoshi, Hosoi, Kazuo, Ohno, Masaji
Zdroj: Bulletin of the Chemical Society of Japan; October 1973, Vol. 46 Issue: 10 p3183-3187, 5p
Abstrakt: The conversion of racemic linalyl acetate to racemic lilac alcohols has been completed in 5 steps and four diastereoisomers of ß,5-dimethyl-5-vinyl-2-tetrahydrofuranethanol were obtained. d-Lilac alcohols were also synthesized from d-linalyl acetate and confirmed to be identical with natural ones. The absolute configurations of lilac alcohol-a, -b, -c, and -d were respectively shown to be (ßS, 2S, 5S), (ßR, 2S, 5S), (ßR, 2R, 5S), and (ßS, 2R, 5S) by the chemical and physical evidences.
Databáze: Supplemental Index