Dimethyl cyclopropanes can be prepared by the reaction of an a,ß-unsaturated carbonyl compound X with two equivalents of a Wittig reagent Y. Propose a stepwise mechanism for this reaction.
Dimethyl cyclopropanes can be prepared by the reaction of an a,ß-unsaturated carbonyl compound X with two equivalents of a Wittig reagent Y. Propose a stepwise mechanism for this reaction.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 6CTQ
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Please help with 4 step structure
![Be sure to answer all parts.
Dimethyl cyclopropanes can be prepared by the reaction of an a,ß-unsaturated carbonyl compound X
with two equivalents of a Wittig reagent Y. Propose a stepwise mechanism for this reaction.
CH;O.
Ph;P=
CH;O
H.
(2 equiv)
Y.
Step [1]:
0, PPh3
CH;O.
CH;O.
H.
Ph3P
es
PPH3 O
PPH3
CH;O.
H.
CH30.
H.
Step [2]:
CH;0.
CH;0.
H.
O-PPH3
Ph;P=](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe76ff820-0e16-44b9-9fb7-9d76f2e96cbb%2F0f0a24b0-cee6-4729-addd-2559a3bd3281%2Ff41ll37_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Be sure to answer all parts.
Dimethyl cyclopropanes can be prepared by the reaction of an a,ß-unsaturated carbonyl compound X
with two equivalents of a Wittig reagent Y. Propose a stepwise mechanism for this reaction.
CH;O.
Ph;P=
CH;O
H.
(2 equiv)
Y.
Step [1]:
0, PPh3
CH;O.
CH;O.
H.
Ph3P
es
PPH3 O
PPH3
CH;O.
H.
CH30.
H.
Step [2]:
CH;0.
CH;0.
H.
O-PPH3
Ph;P=
![Step [3]:
PPH3
CH;0.
CH3O.
Phop-)
H.
PPH3 O
CH;0.
CH;0.
H.
Ph;P
Step [4]:
CH30
CH;0.
Ph;P
Ph3P-
0,PPH3
CH30
CH;O
H.
0-PPH3
CH30](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe76ff820-0e16-44b9-9fb7-9d76f2e96cbb%2F0f0a24b0-cee6-4729-addd-2559a3bd3281%2Fjw4f15j_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Step [3]:
PPH3
CH;0.
CH3O.
Phop-)
H.
PPH3 O
CH;0.
CH;0.
H.
Ph;P
Step [4]:
CH30
CH;0.
Ph;P
Ph3P-
0,PPH3
CH30
CH;O
H.
0-PPH3
CH30
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