Propose an efficient synthesis for the following transformation: OH 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 B C D t-BUOK HBr, ROOR Na2Cr₂O7, H₂SO4, H₂O HBr E G H H2, Lindlar's cat. 1) MeMgBr; 2) H3O+ TsCl, py dilute H₂SO4 1 J K L 1) LIAIH4; 2) H3O* DMP or PCC conc. H₂SO4, heat 1) BH3-THF; 2) H₂O₂, NaOH

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Chapter1: Chemical Foundations
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Propose an efficient synthesis for the following transformation:
OH
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
B
C
D
t-BUOK
HBr, ROOR
Na2Cr₂O7, H₂SO4, H₂O
HBr
E
G
H
H₂, Lindlar's cat.
1) MeMgBr; 2) H3O+
TsCl, py
dilute H₂SO4
1
J
K
L
1) LIAIH4; 2) H3O+
DMP or PCC
conc. H₂SO4, heat
1) BH3-THF; 2) H₂O₂, NaOH
Transcribed Image Text:Propose an efficient synthesis for the following transformation: OH 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 B C D t-BUOK HBr, ROOR Na2Cr₂O7, H₂SO4, H₂O HBr E G H H₂, Lindlar's cat. 1) MeMgBr; 2) H3O+ TsCl, py dilute H₂SO4 1 J K L 1) LIAIH4; 2) H3O+ DMP or PCC conc. H₂SO4, heat 1) BH3-THF; 2) H₂O₂, NaOH
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