Addition of Organomagnesium Compounds to Carbon-Nitrogen Multiple Bonds

摘要: This chapter describes the addition of organomagnesium compounds to carbon–nitrogen multiple bonds. Unconjugated double bonds are less reactive than what was originally predicted for compounds. When imines possess hydrogen atoms α carbon or nitrogen, deprotonation may compete with addition. Imines be activated by complexation Lewis acids, but this also increases acidity α-hydrogen atoms. A combination copper halide and boron trifluoride etherate is a possible solution problem. It noted that in cases where stereochemistry dependent on chelation control, presence acids profoundly influence selectivity. Analogous reactions ketonitrones proceed readily, more liable side-reactions involving deprotonation, give good results under optimized conditions. The useful degree stereoselectivity. initial adducts readily converted into amines reaction disulfide. Primary have been prepared through Grignard reagents various N-metalloaldimines, followed hydrolysis. Conjugated first step Meyers' strategy carbon–carbon bond formation.