The SN2 reaction between a Grignard reagent and an epoxi
Question and Solution
The SN2 reaction between a Grignard reagent and an epoxide works reasonably well when the epoxide is ethylene oxide. How
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The SN2 reaction between a Grignard reagent and an epoxide works reasonably well when the epoxide is ethylene oxide. However, when the epoxide is substituted with groups that provide steric hindrance, a competing reaction can dominate, in which an allylic alcohol is produced. Propose a mechanism for this transformation and use the principles discussed in Section 8.13 to justify why the allylic alcohol would be the major product in this case below.
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