Lewis Acid Catalyzed Inverse-Electron-Demand Diels−Alder Reaction of Tropones
Journal of the American Chemical SocietyPublished 3 November 2009Open access
Pingfan Li, Hisashi Yamamoto
Citations128
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TL;DR
Up to 97% ee was obtained for the chiral dinucleus BINOL-aluminum complex catalyzed reaction between tropones and ketene diethyl acetal to give bicyclo[3.2.2] ring structures, which opens up a unique way of making chiral seven-membered rings.
Abstract
Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction of tropone derivatives was developed. Up to 97% ee was obtained for the chiral dinucleus BINOL-aluminum complex catalyzed reaction between tropones and ketene diethyl acetal to give bicyclo[3.2.2] ring structures, which opens up a unique way of making chiral seven-membered rings.
Keywords
Chemistry
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