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Intramolecular Carbonyl Nitroso Ene Reaction Catalyzed by Iron(III) Chloride/Hydrogen Peroxide as an Efficient Tool for Direct Allylic Amination
Author(s) -
Atkinson Duncan,
Kabeshov Mikhail A.,
Edgar Mark,
Malkov Andrei V.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100632
Subject(s) - chemistry , allylic rearrangement , catalysis , ene reaction , amination , hydrogen peroxide , intramolecular force , nitroso , nitroso compounds , medicinal chemistry , iron(iii) chloride , organic chemistry , chloride , stoichiometry
A mild, simple oxidation protocol employing iron(III) chloride as a catalyst and hydrogen peroxide as a stoichiometric oxidant was found to be compatible with an intramolecular carbonyl nitroso ene reaction and allowed us to efficiently convert hydroxamic acids into a diverse range of 1,2‐ and 1,3‐amino alcohol derivatives in a single operation.