13. Alcohols and Carbonyl Compounds

Protecting Alcohols from Organometallics

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Use of Protecting Groups

Provide mechanism and final product of transformation.

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Multiple Choice

When are acetal protecting groups important in synthesis?

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Textbook Question

Give the structures of the intermediates represented by letters in this synthesis.

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Textbook Question

Show how each of the following compounds could be prepared from the given starting material. Each requires a protecting group. b.

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Textbook Question

(•••) LOOKING BACK A chemist failed to generate the diol using the reaction shown here. (a) Suggest a reason why this reaction did not work as written. (b) How could the reaction conditions be modified to allow formation of the diol? [It may require more than one step.]

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Textbook Question

Show how you would convert 3-bromocyclohexanol to the following diol. You may use any additional reagents you need. <

of reaction>

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