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Propose an efficient synthesis for the following

Chapter 14, Problem 14.59

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QUESTION:

Propose an efficient synthesis for the following transformation: OH OH + Enantiomer

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QUESTION:

Propose an efficient synthesis for the following transformation: OH OH + Enantiomer

ANSWER:

Step 1 of 5

Synthesis:

Om plan hinges on transforming the starting material into the corresponding epoxide. We know we can make epoxides from alkene:, so we first perform a free-radical bromination and follow it with an elimination reaction (using NaOEt as base). This yields styrene.

                                   

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