Journal
RSC ADVANCES
Volume 3, Issue 45, Pages 22882-22886Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra43923b
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- LaRegion Midi-Pyrenees
- A* STAR, Singapore
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We report the expedient synthesis of 8-disubstituted bicyclo[3.2.1]octane- 3-ones and 9-disubstituted bicyclo[3.3.1] octane-3-ones through the double Michael addition (DMA) of carbon nucleophiles to 7 and 8-membered ring dienones. The reaction proceeds in 4296% yield with an interesting control of the stereochemistry of the bridged secondary, tertiary or quaternary centre.
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