Question
Provide the product and detailed mechanism for the reaction

CH212/Zn
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Answer #1

The reaction given is Simmons-Smith reaction, which involves the cyclopropanation of an alkene. It involves a pericyclic mechanism through an organozinc carbene-like intermediate. The methylene intermediate thus attacks the pi-electron cloud of the alkene simultaneously, forming a cyclopropane while preserving the configuration of the alkene in the product thus also making this reaction stereospecific.

The configuration around the given alkene is trans and so the ethyl substituents on the cyclopropyl product will also be in trans relative configuration.

CtH Et / L.

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