Catalytic Intermolecular Alkene Oxyamination with Nitrenes | Zendy

Dequirez Geoffroy | Zendy; Ciesielski Jennifer | Zendy; Retailleau Pascal | Zendy; Dauban Philippe | Zendy

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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.

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