Categories: C=C Bond Formation >
Synthesis of enamines, enamides and related compounds
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Recent Literature

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.
