Problem

The following functional-group interchange is a useful synthesis of aldehydes....

The following functional-group interchange is a useful synthesis of aldehydes.

(a) What reagents were used in this chapter for this transformation? Give an example to illustrate this method.

(b) This functional-group interchange can also be accomplished using the following sequence.

Propose mechanisms for these steps.

(c) Explain why a nucleophilic reagent such as ethoxide adds to an alkyne more easily than it adds to an alkene.

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