Propose an efficient synthesis for the following transformation: The transformation above 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 B C D HBr, ROOR Na2Cr2O7, H2SO4, H₂O HBr E F G H H2, Lindlar's cat. 1) MeMgBr; 2) H3O+ TsCl, py dilute H2SO4 | J K L 1) LiAlH4; 2) H3O+ DMP or PCC conc. H2SO4, heat 1) BH 3-THF; 2) H2O2, NaOH

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Chapter1: Chemical Foundations
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Propose an efficient synthesis for the following transformation:
The transformation above 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
B
C
D
HBr, ROOR
Na2Cr2O7, H2SO4, H₂O
HBr
E
F
G
H
H2, Lindlar's cat.
1) MeMgBr; 2) H3O+
TsCl, py
dilute H2SO4
|
J
K
L
1) LiAlH4; 2) H3O+
DMP or PCC
conc. H2SO4, heat
1) BH 3-THF; 2) H2O2, NaOH
Transcribed Image Text:Propose an efficient synthesis for the following transformation: The transformation above 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 B C D HBr, ROOR Na2Cr2O7, H2SO4, H₂O HBr E F G H H2, Lindlar's cat. 1) MeMgBr; 2) H3O+ TsCl, py dilute H2SO4 | J K L 1) LiAlH4; 2) H3O+ DMP or PCC conc. H2SO4, heat 1) BH 3-THF; 2) H2O2, NaOH
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