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) H3O+ K dilute H₂SO4 B 1); 2) H3O+ Na, NH 3 (1) L DMP or PCC 1) C H3O+ ; 2) H MCPBA (RCO 3H) M SOCI2, pyridine Mg 1) EtMgBr; 2) H3O+ N EtBr E H₂, Lindlar's cat. HBr (xs), heat 1) BH3-THF; 2) H₂O2, NaOH

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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
hfl
F
1) MeMgBr; 2)
H3O+
K
dilute H₂SO4
B
1)
1:2)
H3O+
G
Na, NH3 ()
DMP or PCC
1) Å ; 2)
H3O+
H
MCPBA
(RCO 3H)
M
SOCI₂, pyridine
D
Mg
1) EtMgBr; 2)
H3O+
N
EtBr
E
H₂, Lindlar's cat.
J
HBr (xs), heat
1) BH3-THF; 2) H₂O2,
NaOH
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 hfl F 1) MeMgBr; 2) H3O+ K dilute H₂SO4 B 1) 1:2) H3O+ G Na, NH3 () DMP or PCC 1) Å ; 2) H3O+ H MCPBA (RCO 3H) M SOCI₂, pyridine D Mg 1) EtMgBr; 2) H3O+ N EtBr E H₂, Lindlar's cat. J HBr (xs), heat 1) BH3-THF; 2) H₂O2, NaOH
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