Introductory Chemistry: An Active Learning Approach
6th Edition
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Mark S. Cracolice, Ed Peters
Chapter22: Biochemistry
Section: Chapter Questions
Problem 63E
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Question
Treatment of α,β-unsaturated carbonyl compound X with base forms the diastereomer Y. Write a stepwise mechanism for this reaction. Explain why one stereogenic center changes configuration but the other does not.
Transcribed Image Text:"OH
H20
Y.
Expert Solution
Step 1
The provided reaction is shown as follows:
Step 2
The Stepwise mechanism for the provided reaction is shown as follows:
The base abstracts the proton from gamma-hydrogen of α,β- unsaturated compound X gives an enolate anion.Thus ,it is shown as follows:
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