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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