4.7 Article

Developments in Meyers' Lactamization Methodology: En Route to Bi(hetero)aryl Structures with Defined Axial Chirality

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 16, Pages 8191-8197

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo401259w

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Funding

  1. INSA Rouen
  2. Rouen University
  3. CNRS
  4. EFRD
  5. Labex SynOrg [ANR-11-LABX-0029]
  6. Region Haute-Normandie
  7. Immunochim project [34209]
  8. European Union

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Highly atroposelective Meyers' lactamization promoted by pivalic acid under microwave irradiation is reported which allows the construction of nonracemic substituted-dibenzo(di)azepine derivatives through a center to axial chirality transfer principle, controlling the otherwise configurationally labile biaryl axis. This approach provides a straightforward entry to enantioenriched analogues of biorelevant architectures.

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