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ChemInform Abstract: Facile Synthesis of Aziridines from Imines and Diazoesters or Aldehydes, Amines, and Diazoesters Using a Catalytic Amount of Lanthanide Triflate.

✍ Scribed by S. NAGAYAMA; S. KOBAYASHI

Book ID: 101870422
Publisher: John Wiley and Sons
Year: 2010
Weight: 39 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199848098

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✦ Synopsis

Facile Synthesis of Aziridines from Imines and Diazoesters or Aldehydes, Amines, and Diazoesters Using a Catalytic Amount of Lanthanide Triflate.

-A new and facile method for the stereoselective preparation of trans-aziridines [cf. (III)] based on the Yb(O-Tf) 3 catalyzed reaction of imines with diazoester (II) is accomplished. Due to the instability of imines derived from aliphatic aldehydes, a three component coupling of aldehydes, amine, and diazoester is developed which proves to be an efficient, diastereoselective and general route to aziridine derivatives [→(Va), (IX)]. -

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