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Synthesis of new N ‐aminoaziridine derivatives by the addition of dibenzyloxycarbonylaminonitrene to olefins
Author(s) -
Milcent René,
GuevrekianSoghomoniantz Marina,
Barbier GÉO
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230647
Subject(s) - chemistry , nitrene , cleavage (geology) , ring (chemistry) , order (exchange) , medicinal chemistry , organic chemistry , stereochemistry , catalysis , geotechnical engineering , fracture (geology) , engineering , finance , economics
In order to study the ring expansion of N ‐aminoaziridines into N ‐amino‐5‐membered heterocycles, N ‐(dibenzyloxycarbonylamino)aziridines were synthesized. N, N ‐Dibenzyloxycarbonylhydrazine was prepared. It was then oxidized with lead tetraacetate to a new diacylaminonitrene. This nitrene was added to various olefins to give the corresponding N ‐protected aminoaziridines. Cleavage of the protecting groups was realized for one example.