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

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CAS: 24880-43-1
MF: C17H23NO3
MW: 289.36942
Synonyms: 6H-Indol-6-one,3a-(3,4-dimethoxyphenyl)octahydro-1-methyl-, (3aS,7aS)-

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Vy M. Dong

University of California
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Yian Shi

Institute of Chemistry, Chinese Academy of Sciences
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Paul Evans

University College Dublin
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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

Hongbin Zhang

Yunnan University
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Yoshiharu Iwabuchi

Tohoku University
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Ikhlas Khan

University
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