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Treatment of cholesterol with MCPBA could potentially

Chapter 26, Problem 26.51

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QUESTION:

Treatment of cholesterol with MCPBA could potentially produce two diastereomeric epoxides. (a) Draw both diastereomeric epoxides. (b) Only one of these epoxides is formed. Predict which one and explain why the other is not formed.

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QUESTION:

Treatment of cholesterol with MCPBA could potentially produce two diastereomeric epoxides. (a) Draw both diastereomeric epoxides. (b) Only one of these epoxides is formed. Predict which one and explain why the other is not formed.

ANSWER:

Step 1 of 3

The structure of cholesterol is:

     

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