Wittig reactions with the following a-chloroethers can be used for the synthesis of aldehydes and ketones. CH3 CICH,OCH, CICHOCH3 (A) (B)

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.55P
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Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether.  

Wittig reactions with the following a-chloroethers can be used for the synthesis of
aldehydes and ketones.
CH3
CICH,OCH,
CICHOCH3
(A)
(B)
Transcribed Image Text:Wittig reactions with the following a-chloroethers can be used for the synthesis of aldehydes and ketones. CH3 CICH,OCH, CICHOCH3 (A) (B)
Expert Solution
Step 1

Treatment of o-chloroether of compound (A) and compound (B) with triphenylphosphine gives a phosphonium salt by the removal of the leaving group.

 

Step 2

Next ylide is formed by the reaction of phosphonium salt with butyllithium.

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