LXXXVII.—Experiments on the synthesis of the terpenes. Part VII. A synthesis of tertiary menthol (p-menthanol-4) and of inactive menthene (Δ3-p-menthene)

Synthesis of Aristotelia-Type Alkaloids.

Synthesis of Aristotelia-Type Alkaloids. Part III. (3R,4R)- and (3R,4S)-1-p-menthene-3,8-diol and the corresponding racemates: Preparation and assignment of configuration

✍ Stefan Burkard; Martin Looser; Hans-Jürg Borschberg 📂 Article 📅 1988 🏛 John Wiley and Sons 🌐 German ⚖ 616 KB

A 1:l mixture of the racemic trans-and cis-l-p-menthene-3,8-diols ((+)-3 and (It)-4, resp.) was readily prepared in 3 steps starting from 3-methyl-2-cyclohexen-I-one. The relative configuration of the diols, purified oiu the corresponding cyclocarbonates, was assigned by 'H-NMR spectroscopy and foun