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
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.9P
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Give a clear handwritten Detailed Solution with explanation needed
![Shown below is one option for a synthesis that starts with a substrate containing two carbon atoms:
Å
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
1)
A
H
2) H3O*
E
PBr3
?
PCC or DMP
B
1)
2) H3O*
Ph3P=CH₂
Mg
HO
t-BuOK
OH + acid
K
Na₂Cr₂O7, H₂SO4, H₂O
NaOEt
D
H
1) CH3CH₂MgBr;
2) H3O+
L
1) CH 3MgBr;
2) H₂O*](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Ffe74fd49-9afe-4150-81d8-14470985758e%2F961012ee-47ff-4afa-98f9-8d6c49accd5d%2Fxnksfj_processed.png&w=3840&q=75)
Transcribed Image Text:Shown below is one option for a synthesis that starts with a substrate containing two carbon atoms:
Å
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
1)
A
H
2) H3O*
E
PBr3
?
PCC or DMP
B
1)
2) H3O*
Ph3P=CH₂
Mg
HO
t-BuOK
OH + acid
K
Na₂Cr₂O7, H₂SO4, H₂O
NaOEt
D
H
1) CH3CH₂MgBr;
2) H3O+
L
1) CH 3MgBr;
2) H₂O*
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