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Catalytic Intermolecular Alkene Oxyamination with Nitrenes
Author(s) -
Dequirez Geoffroy,
Ciesielski Jennifer,
Retailleau Pascal,
Dauban Philippe
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201400301
Subject(s) - nitrene , regioselectivity , vicinal , aziridine , intermolecular force , chemistry , alkene , catalysis , ring (chemistry) , medicinal chemistry , polymer chemistry , photochemistry , organic chemistry , molecule
The Rh II ‐catalyzed intermolecular addition of nitrenes to aromatic and aliphatic alkenes provides vicinal amino alcohols with yields of up to 95 % and complete regioselectivity. This 1,2‐oxyamination reaction involves the formation of an aziridine intermediate that undergoes in situ ring opening. The latter is induced by the Rh‐bound nitrene that behaves as a Lewis acid.