Amides of this hydroxylamine can be selectively converted to ketones by addition of nucleophiles and to aldehydes by reduction1,2 Reagent for the preparation of N-Fmoc α-amino/ peptidyl Weinreb amides that are widely recognized as effective acylating agents.3,4,5 Also used to form a steeply pyramidal silylamine: N,O-Dimethyl-N-silylhydroxylamine. 6
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2. Org. Prep. Proced. Int. 1993, 25, 15.
3. J. Org. Chem. 2007, 72, 5828.
4. Bull. Korean Chem. Soc. 2001, 22, 421.
5. Lett. Org. Chem. 2007, 4, 20.
6. Inorg. Chem. 1998, 37, 3593.