Chapter 19.SE, Problem 42MP

Interpretation Introduction

Interpretation:

A mechanism for the reaction in which cyclohexanone reacts with dimethylsulfonium methylide in DMSO solvent to yield an epoxide is to be proposed.

Concept introduction:

The nucleophilic attack of the dimethylsulfonium methylide ion on the carbonyl carbon will give an intermediate. The internal nucleophilc attack of the negatively charged oxygen will lead to the formation of the epoxide.

To show:

A mechanism for the reaction in which cyclohexanone reacts with dimethylsulfonium methylide in DMSO solvent to yield an epoxide.