A rhodium-catalyzed C-h activation/cycloisomerization tandem.

A rhodium-catalyzed C-h activation/cycloisomerization tandem. Research Abstract Details 

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A rhodium-catalyzed C-h activation/cycloisomerization tandem. Abstract Text:

Christophe ,Alois ,Christophe ,Alois ,Christophe ,Alois ,

A reaction cascade comprising a rhodium-catalyzed C-H activation, a subsequent hydrometalation of an alkylidene cyclopropane in vicinity, regioselective C-C bond activation of the flanking cyclopropane ring, followed by reductive elimination of the resulting metallacycle, opens a new entry into functionalized cycloheptene derivatives. This crossover of C-H activation and higher order cycloaddition has been performed in two different formats, either using alkylidenecyclopropanes with a lateral vinylpyridine moiety or with a pending aldehyde group as the trigger. The reaction tolerates various functional groups, leaves chiral centers alpha to the reacting sites unaffected, and proceeds with excellent stereoselectivity. Labeling experiments support the proposed mechanism explaining the observed net cycloisomerization process.

A rhodium-catalyzed C-h activation/cycloisomerization tandem. Publishing Authors By Initials

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A rhodium-catalyzed C-h activation/cycloisomerization tandem. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of the American Chemical Society

VOLUME: 129

Page Numbers: 14836-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 10

MONTH: 11

YEAR: 2007

A rhodium-catalyzed C-h activation/cycloisomerization tandem. Information

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LANGUAGE: eng

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Grant and Affiliation Information for A rhodium-catalyzed C-h activation/cycloisomerization tandem.

AFFILIATION: Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim/Ruhr, Germany.

Country: United States

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MEDLINETA: J Am Chem Soc

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