Journal of Organic Chemistry p. 505 - 507 (1986)
Update date:2022-08-05
Topics:
Lazzaroni, Raffaello
Pini, Dario
Bertozzi, Sergio
Fatti, Graziella
The addition of the butenyl Grignard reagent to the unactivated double bond of 2-(α-methylallylic) aza aromatic compounds is completely regioselective giving the 2-(1,4-dimethyl-5 hexen-1-yl) aza aromatics in good yield.A preliminary coordination of magnesium atom to nitrogen atom and the formation of a six-center transition state involving the butenyl Grignard and the vinyl group has been proposed in order to explain the selectivity of the reaction.
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