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Synthesis of enamines, enamides and related compounds

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A new synthesis of enamides from ketones involves a phosphine-mediated reductive acylation of oximes. The resulting enamides are isolated in good yields and excellent purity.
H. Zhao, C. P. Vandenbossche, S. G. Koenig, S. P. Singh, R. P. Bakale, Org. Lett., 2008, 10, 505-507.


Among the reported examples of new reactivity of the hypervalent iodine reagent DMP (Dess-Martin periodinane) are the one-step oxidation of secondary amides to imides and N-acyl vinylogous carbamates or ureas and the direct oxidation of benzylic and related primary amines to the corresponding nitriles.
K. C. Nicolaou, C. J. N. Mathison, Angew. Chem. Int. Ed., 2005, 44, 5992-5997.


α,β-Dehydroamino acid derivatives were synthesized in good yields from α-bromoketones or α-bromoesters and hydroxamates via a sequential procedure involving displacement of bromide by hydroxamate anion, followed by a base-induced elimination-isomerization reaction.
Y. Sun, X. Wang, X. Zheng, K. Zhao, Synlett, 2008, 861-866.