A Double Donor-Activated Ruthenium(VII) Catalyst: Synthesis of Enantiomerically Pure THF-Diols

Authors


  • We thank the Fonds der Chemischen Industrie, the Deutsche Forschungsgemeinschaft (STA 634/1-2) and the Otto-Röhm-Gedächtnisstiftung for financial support of this research.

Abstract

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Double, double, no toil and trouble: Enantiomerically pure tetrahydrofurans are obtained with high position- and stereoselectivity through a ruthenium(VII)-catalyzed oxidative cyclization of 5,6-dihydroxy alkenes (see scheme TPAP=tetrapropylammonium perruthenate). A dual activation modifies the reactivity and increases the carbophilicity of the transition metal so that an otherwise unusual dioxygenation with perruthenate occurs.

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