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Intramolecular Diels-Alder reactions of cycloalkenones: translation of high endo selectivity to trans junctions.

ABSTRACT: Intramolecular Diels-Alder reactions of cyclobutenone and larger cycloalkenones are described. High levels of endo addition attained from Lewis acid catalysis translate to trans hydrindene junctions upon fragmentation of the tricyclic adducts.

SUBMITTER: Ross AG

PROVIDER: S-EPMC3464979 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Intramolecular Diels-Alder reactions of cycloalkenones: translation of high endo selectivity to trans junctions.

Ross Audrey G AG Li Xiaohua X Danishefsky Samuel J SJ

Journal of the American Chemical Society 20120918 38

Intramolecular Diels-Alder reactions of cyclobutenone and larger cycloalkenones are described. High levels of endo addition attained from Lewis acid catalysis translate to trans hydrindene junctions upon fragmentation of the tricyclic adducts. ...[more]

PMID: 22950514

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