2-Bromo-4,5-dimethoxybenzene-1-sulfonyl chloride

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CAS: 51072-64-1
MF: C8H8O4SClBr
MW: 315.56872
Synonyms: 2-Bromo-4,5-dimethoxybenzene-1-sulfonyl chloride

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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