Propose an efficient synthesis for the given transformation. 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 t-BuOK F 1) HC=CNa; 2) H3O+ K En MeONa 1) B H3O+ G NaH L ; 2) DMP or PCC C 1); 2) H30+ H MCPBA (RCO 3H) M MeOH, H₂SO4 D Mg 1 Br2, hv N H₂SO4, H₂O, HgSO4 E H₂, Lindlar's cat. J HBr (xs), heat O 1) R₂BH; 2) H₂O2, NaOH

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 26E
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Propose a strategy for the given synthesis. The answer is not GA or GAK.

Propose an efficient synthesis for the given transformation.
A
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.
t-BuOK
F
1) HC=CNa; 2)
H3O+
K
+
MeONa
En
B
1); 2)
H3O+
G
NaH
L
DMP or PCC
C
1); 2) H3O+
H
MCPBA
(RCO 3H)
M
MeOH, H₂SO4
D
Mg
I
Br2, hv
N
H₂SO4, H₂O,
HgSO4
E
H₂, Lindlar's cat.
HBr (xs), heat
O
1) R₂BH; 2) H₂O2,
NaOH
Transcribed Image Text:Propose an efficient synthesis for the given transformation. A 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. t-BuOK F 1) HC=CNa; 2) H3O+ K + MeONa En B 1); 2) H3O+ G NaH L DMP or PCC C 1); 2) H3O+ H MCPBA (RCO 3H) M MeOH, H₂SO4 D Mg I Br2, hv N H₂SO4, H₂O, HgSO4 E H₂, Lindlar's cat. HBr (xs), heat O 1) R₂BH; 2) H₂O2, NaOH
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