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The first step in the Stork Enamine Reaction (an enamine contains an alkene functional group and an amine functional group) is the formation of a new carbon-carbon bond between the enamine and CH3X, as shown below: (NOTE, SYMBOLS ABOVE AND BELOW ARE CONNECTED BY BOND, +/- on prodcuts side is charge.

R R H R R

H2N-C=C-H + H-C-H --------> H2N-C-C-H

X + CH3 X-

a.Diagram the reaction by adding curved arrows to indicate electron flow

b Based on your diagram, which reactant is the Lewis base CH3X or the enamine?

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