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Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction of tropones.

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.

SUBMITTER: Li P

PROVIDER: S-EPMC2810398 | biostudies-literature | 2009 Nov

REPOSITORIES: biostudies-literature

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Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction of tropones.

Li Pingfan P Yamamoto Hisashi H

Journal of the American Chemical Society 20091101 46

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. ...[more]

PMID: 19886665

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