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Propose a mechanism for the following transformation: HO

Chapter 13, Problem 13.57

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QUESTION:

Propose a mechanism for the following transformation: HO OH O O O O 1) Excess LAH 2) H2O

Questions & Answers

QUESTION:

Propose a mechanism for the following transformation: HO OH O O O O 1) Excess LAH 2) H2O

ANSWER:

Step 1 of 7

In the first step, the polarizable  anion donates a hydride anion to the electrophilic carbon of one of the carbonyl carbons. Regeneration of the double bond kicks off an alkoxide leaving group.

                                                 

                               

 

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