Problem

What alkenes would you choose as starting materials in order to prepare each of the follow...

What alkenes would you choose as starting materials in order to prepare each of the following cyclopropane derivatives by reaction with iodomethylzinc iodide?

(a)


(b)

Sample Solution (a) In a cyclopropane synthesis using the Simmons-Smith reagent, you should remember that a CH2 unit is transferred. Therefore, retrosynthetically disconnect the bonds to a CH2 group of a three-membered ring to identify the starting alkene.

The complete synthesis is

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Solutions For Problems in Chapter 14