Propose an efficient synthesis for the following transformation: s 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 E H₂, Lindlar's cat. I 1) LIAIH4; 2) H3O+ B HBr, ROOR F 1) MeMgBr; 2) H3O+ DMP or PCC C Na2Cr₂O7, H₂SO4, H₂O G TsCl, py K conc. H₂SO4, heat D HBr H dilute H₂SO4 L 1) BH3-THF; 2) H₂O2, NaOH

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
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Propose an efficient synthesis for the following transformation:
+-4
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
E
H₂, Lindlar's cat.
I
1) LIAIH4; 2) H3O+
B
HBr, ROOR
F
MeMgBr; 2) H3O+
J
DMP or PCC
C
Na2Cr₂O7, H₂SO4, H₂O
G
TsCl, py
K
conc. H₂SO4, heat
D
HBr
H
dilute H₂SO4
L
1) BH3-THF; 2) H₂O2, NaOH
Transcribed Image Text:Propose an efficient synthesis for the following transformation: +-4 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 E H₂, Lindlar's cat. I 1) LIAIH4; 2) H3O+ B HBr, ROOR F MeMgBr; 2) H3O+ J DMP or PCC C Na2Cr₂O7, H₂SO4, H₂O G TsCl, py K conc. H₂SO4, heat D HBr H dilute H₂SO4 L 1) BH3-THF; 2) H₂O2, NaOH
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