Propose an efficient synthesis for the given transformation. XOH- ) This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) 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. A NaH F 1) MeMgBr; 2) H₂O* K dilute H₂SO4 B 1):2) H₂O+ G Na, NH3 (1) L DMP or PCC C O 1) : 2) H3O+ H MCPBA (RCO3H) M SOCI₂, pyridine D Mg 1) EtMgBr: 2) H₂O+ N EtBr E H₂, Lindlar's cat. J HBr (xs), heat O 1) BH3-THF; 2) H₂O2, NaOH
Propose an efficient synthesis for the given transformation. XOH- ) This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) 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. A NaH F 1) MeMgBr; 2) H₂O* K dilute H₂SO4 B 1):2) H₂O+ G Na, NH3 (1) L DMP or PCC C O 1) : 2) H3O+ H MCPBA (RCO3H) M SOCI₂, pyridine D Mg 1) EtMgBr: 2) H₂O+ N EtBr E H₂, Lindlar's cat. J HBr (xs), heat O 1) BH3-THF; 2) H₂O2, NaOH
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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.42P
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![Propose an efficient synthesis for the given transformation.
OH
This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) 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.
A
NaH
F
1) MeMgBr; 2)
H₂O*
K
dilute H₂SO4
B
1); 2)
H3O+
G
Na, NH3 (1)
L
DMP or
PCC
C
1); 2)
H3O+
H
MCPBA
(RCO 3H)
M
SOCI2,
pyridine
Mg
I
1) EtMgBr: 2)
H3O+
N
EtBr
E
H₂, Lindlar's cat.
HBr (xs), heat
O
1) BH-THF; 2) H₂O2,
NaOH](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F2e4c8f6e-fe70-4427-9b7f-515939eaaa37%2F1fa57769-0be9-4d6a-8faa-92781b43f540%2Fd08ocln_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Propose an efficient synthesis for the given transformation.
OH
This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) 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.
A
NaH
F
1) MeMgBr; 2)
H₂O*
K
dilute H₂SO4
B
1); 2)
H3O+
G
Na, NH3 (1)
L
DMP or
PCC
C
1); 2)
H3O+
H
MCPBA
(RCO 3H)
M
SOCI2,
pyridine
Mg
I
1) EtMgBr: 2)
H3O+
N
EtBr
E
H₂, Lindlar's cat.
HBr (xs), heat
O
1) BH-THF; 2) H₂O2,
NaOH
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