Give a clear handwritten Detailed Solution with explanation needed

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*
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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