@article{Miller2010Combi-12586,
  year={2010},
  doi={10.1021/ol100493v},
  title={Combined Directed ortho Metalation−Halogen Dance (HD) Synthetic Strategies. HD−Anionic ortho Fries Rearrangement and Double HD Sequences},
  number={10},
  volume={12},
  issn={1523-7060},
  journal={Organic Letters},
  pages={2198--2201},
  author={Miller, Ricarda and Rantanen, Toni and Ogilvie, Kevin A. and Groth, Ulrich and Snieckus, Victor}
}

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    <dcterms:title>Combined Directed ortho Metalation−Halogen Dance (HD) Synthetic Strategies. HD−Anionic ortho Fries Rearrangement and Double HD Sequences</dcterms:title>
    <dc:creator>Ogilvie, Kevin A.</dc:creator>
    <dc:contributor>Rantanen, Toni</dc:contributor>
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    <dc:creator>Snieckus, Victor</dc:creator>
    <dc:creator>Groth, Ulrich</dc:creator>
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    <dc:contributor>Miller, Ricarda</dc:contributor>
    <dc:contributor>Ogilvie, Kevin A.</dc:contributor>
    <dc:creator>Rantanen, Toni</dc:creator>
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    <dcterms:bibliographicCitation>First publ. in: Organic Letters 12 (2010), 10, pp. 2198-2201</dcterms:bibliographicCitation>
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    <dc:contributor>Groth, Ulrich</dc:contributor>
    <dc:contributor>Snieckus, Victor</dc:contributor>
    <dcterms:abstract xml:lang="eng">A general and efficient directed ortho metalation (DoM)−halogen dance (HD)−electrophile quench sequence for the synthesis of trisubstituted pyridyl O-carbamates is described. A second HD sequence furnishes highly functionalized tetrasubstituted pyridines. Furthermore, a hitherto unobserved double HD rearrangement is reported. Under similar LDA conditions, aromatic O-carbamates with OMe, Cl, and F substituents (4a−c) undergo either a HD−electrophile quench sequence, 4a−c → 18−20, or a HD−anionic ortho Fries rearrangement, 4a−c → 6a−c, respectively.</dcterms:abstract>
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    <dcterms:issued>2010</dcterms:issued>
    <dc:creator>Miller, Ricarda</dc:creator>
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