Shown below is a possible synthesis of the target molecule, starting with a substrate containing two carbon atoms: Å 1) A 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. bak H 2) H3O* E PBr3 ? t-BUOK B 1) Å 2) H3O* Mg F Ph3P=CH2 NH₂OH [H] - H₂O HO. HO с OH + acid G PCC or DMP K Na2Cr₂O7, H₂SO4, H₂O NaOEt D H 1) CH3CH₂MgBr; 2) H3O* L 1) CH3MgBr; 2) H3O+

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
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.82P: The following molecule undergoes an intramolecular reaction in the presence of pyrrolidinium...
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Give the neccessary reagents in the correct order, as a string of letters.

Shown below is a possible synthesis of the target molecule, starting with a substrate containing two carbon atoms:
Å
1)
A
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.
bak
H
2) H3O*
E
PBr3
?
t-BUOK
B
1) Å
2) H3O*
Mg
F
Ph3P=CH2
NH₂OH
[H]
- H₂O
HO.
HO
с
OH + acid
G
PCC or DMP
K
Na2Cr₂O7, H₂SO4, H₂O
NaOEt
D
H
1) CH3CH₂MgBr;
2) H3O*
L
1) CH3MgBr;
2) H3O+
Transcribed Image Text:Shown below is a possible synthesis of the target molecule, starting with a substrate containing two carbon atoms: Å 1) A 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. bak H 2) H3O* E PBr3 ? t-BUOK B 1) Å 2) H3O* Mg F Ph3P=CH2 NH₂OH [H] - H₂O HO. HO с OH + acid G PCC or DMP K Na2Cr₂O7, H₂SO4, H₂O NaOEt D H 1) CH3CH₂MgBr; 2) H3O* L 1) CH3MgBr; 2) H3O+
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