Diversity-Oriented Synthesis of N,N,O-Trisubstituted Hydroxylamines from Alcohols and Amines by N-O Bond Formation
Jarvis Hill, Asiri A. Hettikankanamalage and David Crich*
*Department of Pharmaceutical and Biomedical Sciences, and Department of Chemistry, University of Georgia, 140 Cedar Street, Athens, Georgia 30602, United States,
Email: David.Crich
uga.edu
J. Hill, A. A. Hettikankanamalage, D. Crich, J. Am. Chem. Soc., 2020, 142, 14286-14294.
DOI: 10.1021/jacs.0c05991
Abstract
Magnesium dialkylamides react with alcohol-derived 2-methyl-2-tetrahydropyranyl alkyl peroxides (MTHPs) in tetrahydrofuran at 0°C to give N,N,O-trisubstituted hydroxylamines in very good yields. A wide range of substrates are compatible with the described reaction.
see article for more examples
proposed mechanism
Key Words
ID: J48-Y2020
