Problem

When (R)-3-buten-2-ol is treated with a peroxy acid, two stereoisomer epoxides are formed...

When (R)-3-buten-2-ol is treated with a peroxy acid, two stereoisomer epoxides are formed in a 60:40 ratio. The minor stereoisomer has the structure shown.

(a) Write the structure of the major stereoisomer.

(b) What is the relationship between the two epoxides? Are they enantiomers or diastereomers?

(c) What four stereoisomeric products are formed when racemic 3-buten-2-ol is epoxidized under the same conditions? How much of each stereoisomer is formed?

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Solutions For Problems in Chapter 7

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