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 E H₂SO4, H₂O, HgSO4 I 1) LIAIH4; 2) H3O+ B H2, Lindlar's cat. F 1) 03; 2) DMS J DMP or PCC C 1) R₂BH; 2) H₂O2, NaOH G TsCl, py K OH HBr, ROOR D HBr H NaOH L 1) MeMgBr; 2) H3O+

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.56P: Write the products of the following sequences of reactions. Refer to your reaction roadmaps to see...
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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
E
H2₂SO4, H₂O, HgSO4
I
1) LIAIH4; 2) H3O+
B
H2, Lindlar's cat.
F
1) 03; 2) DMS
J
DMP or PCC
C
1) R₂BH; 2) H₂O2, NaOH
G
TsCl, py
K
OH
HBr, ROOR
D
HBr
H
NaOH
L
1) MeMgBr; 2) H3O+
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 E H2₂SO4, H₂O, HgSO4 I 1) LIAIH4; 2) H3O+ B H2, Lindlar's cat. F 1) 03; 2) DMS J DMP or PCC C 1) R₂BH; 2) H₂O2, NaOH G TsCl, py K OH HBr, ROOR D HBr H NaOH L 1) MeMgBr; 2) H3O+
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