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Molecular complexity via C-H activation: a dehydrogenative Diels-Alder reaction.

ABSTRACT: Traditionally, C-H oxidation reactions install oxidized functionality onto a preformed molecular skeleton, resulting in a local molecular change. The use of C-H activation chemistry to construct complex molecular scaffolds is a new area with tremendous potential in synthesis. We report a Pd(II)/bis-sulfoxide-catalyzed dehydrogenative Diels-Alder reaction that converts simple terminal olefins into complex cycloadducts in a single operation.

SUBMITTER: Stang EM

PROVIDER: S-EPMC3292869 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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Molecular complexity via C-H activation: a dehydrogenative Diels-Alder reaction.

Stang Erik M EM White M Christina MC

Journal of the American Chemical Society 20110901 38

Traditionally, C-H oxidation reactions install oxidized functionality onto a preformed molecular skeleton, resulting in a local molecular change. The use of C-H activation chemistry to construct complex molecular scaffolds is a new area with tremendous potential in synthesis. We report a Pd(II)/bis-sulfoxide-catalyzed dehydrogenative Diels-Alder reaction that converts simple terminal olefins into complex cycloadducts in a single operation. ...[more]

PMID: 21842902

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