1H-Indol-6-ol,3a-(3,4-dimethoxyphenyl)octahydro-1-methyl-, (3aS,6R,7aS)-

Collect

BASIC PARAMETERS Find an error

CAS: 23544-42-5
MF: C17H25NO3
MW: 291.3853
Synonyms: 1H-Indol-6-ol,3a-(3,4-dimethoxyphenyl)octahydro-1-methyl-, (3aS,6R,7aS)-

REPORT BY

Paul Evans

University College Dublin
follow
Co-reporter: Kimberly Geoghegan, Paul Evans
pp: 1431-1433
Publication Date(Web):19 February 2014
DOI: 10.1016/j.tetlet.2014.01.039
(+)-Perillyl alcohol (1) has been synthesised in four steps and 39% overall yield from commercially available limonene oxide (4). The sequence features, as its key step, a palladium(0)-mediated transformation of a secondary allylic acetate (6) into its primary isomer (7). An application of (+)-perillyl alcohol (1) in a formal synthesis of naturally occurring (−)-mesembrine (2) and (−)-mesembranol was demonstrated.Image for unlabelled figure

Yoshiharu Iwabuchi

Tohoku University
follow