Get access
Advertisement

Skeletal Fusion of Small Heterocycles with Amphoteric Molecules

Authors

  • Dr. Lawrence L. W. Cheung,

    1. Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, M5S 3H6 (Canada)
    Search for more papers by this author
  • Zhi He,

    1. Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, M5S 3H6 (Canada)
    Search for more papers by this author
  • Shannon M. Decker,

    1. Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, M5S 3H6 (Canada)
    Search for more papers by this author
  • Prof. Dr. Andrei K. Yudin

    Corresponding author
    1. Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, M5S 3H6 (Canada)
    • Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, M5S 3H6 (Canada)
    Search for more papers by this author

  • The authors thank the Natural Science and Engineering Research Council (NSERC) and the Canadian Institutes of Health Research (CIHR) for financial support.

Abstract

original image

Latched on: A new class of hydantoin derivatives with three contiguous stereocenters was prepared from a [3+2] annulation involving amphoteric aziridine aldehydes and isocyanates and further converted to a series of densely functionalized hetercycles, which are difficult to synthesize using established methods. The results highlight the potential of (1,3) amphoteric molecules to construct heterocyclic scaffolds using trivial starting materials.

Get access to the full text of this article

Ancillary