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 D E 1) &: 2) 1)Å :2) ; 2) Mg H2. Lindlar's cat. NaH H3O* F G H 1) MeMgBr; 2) H3O* Na, NH3 () МСРВА 1) EtMgBr; 2) H3O* HBr (xs), heat (RCO3H) K L M N dilute H2SÓ4 DMP or PCC SOCI2, pyridine EtBr 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
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.34P: The following transformation can be accomplished by reactions we have studied in this chapter and...
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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
B
E
1) &: 2)
1)A :2)
Mg
H2, Lindlar's cat.
NaH
F
G
H.
J
1) MeMgBr; 2)
H30*
Na, NH3 (1)
МСРВА
1) EtMgBr; 2)
HBr (xs), heat
(RCO3H)
H3O+
K
L
M
N
dilute H2SÓ4
SOCI2, pyridine
1) BH3-THF; 2) H2O2,
NaOH
DMP or PCC
EtBr
Transcribed Image Text: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 B E 1) &: 2) 1)A :2) Mg H2, Lindlar's cat. NaH F G H. J 1) MeMgBr; 2) H30* Na, NH3 (1) МСРВА 1) EtMgBr; 2) HBr (xs), heat (RCO3H) H3O+ K L M N dilute H2SÓ4 SOCI2, pyridine 1) BH3-THF; 2) H2O2, NaOH DMP or PCC EtBr
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