Preparation of hydrindenones from 2-methylcyclopent-2-enone and the carbanion of (E)-but-2-enyldiphenylphosphine oxide: efficient enolate trapping with β-sulphonylvinyl ketones
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 2,p. 92-94
- https://doi.org/10.1039/c39870000092
Abstract
The β-sulphonylvinyl ketones (5), (7), (9), and (10), easily prepared from β-(phenylthio)propionyl chloride or from methyl vinyl ketone, react efficiently with the enolate produced by the conjugate addition of the carbanion of (E)-but-2-enyldiphenylphosphine oxide to 2-methylcyclopent-2-enone to provide in highly stereoselective fashion vinylogous β-diketones, two of which upon hydrogenation and aldol ring closure have been converted into hydrindenones in high yields.Keywords
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