A new alkylamidation reaction

Cyclo 1,3-oximminium salts are found to react regiospecifically with functional carbanions. Steric effects induced at the C-2 site on salts or at the carbanionioc centers promote the condensation at the C-5 or C-6 opposite sites. A bulky substituent such as 2-mesityl group is a powerful auxiliary which not only modifies the steric environment at the reactive C-2 site but also contributes to enhance the reactivity of the cyclo oxoimminium ring.