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Stork enamine synthesis (Michael addition) gives 1,5-difunctionalized product
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- 35) The Williamson ether synthesis occurs by the ________ mechanistic pathway.Answer: SN2
- one of the protons is removed (resonance-stabilized intermediate), intermediate protonated, another proton removed, nitrogen gas expelled (carbanion), carbanion protonated
- if nucleophile adds reversibly, the 1,4-overall thermodynamic product dominates (note resonance in 1,4 enolate)