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3. Discuss the mechanism and stereochemistry of: a. nucleophilic ring opening of epoxides b. acid catalyzed...

3. Discuss the mechanism and stereochemistry of:

a. nucleophilic ring opening of epoxides

b. acid catalyzed ring opening of epoxides

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Answer #1

Shown below is the mechanism and stereochemistry along with the regiochemistry of ring opening of epoxides

a) In nulecophilic ring opening, the nucleophile attacks the least substituted carbon atom of epoxide to give the most substituted alcohol product.

b) In acid catalysed ring opening the acid first protonated the epoxide and nucleophile than attacks the most substituted end of epoxide.

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