The base-catalyzed reaction of achiral 1,3-cyclopentanediones tethered to activated olefins afforded in high yields bicyclo[3.2.1]octane-6,8-dione or bicyclo[3.2.1]octane-6-carboxylate derivatives bearing respectively three or five stereogenic centers. The course of the reaction is closely related to the reaction time and to the base involved in the reaction.
![Graphical abstract: Base catalyzed synthesis of bicyclo[3.2.1]octane scaffolds](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=C5OB00933B&imageInfo.ImageIdentifier.Year=2015)
R. Boehringer, P. Geoffroy and M. Miesch, Org. Biomol. Chem., 2015, 13, 6940 DOI: 10.1039/C5OB00933B
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