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 C HBr, ROOR TSCI, pyridine 1) ВНз-ТHF 2) H2О2, NaOH D E F HBr HC=CNa t-Bu G H Br2 1) O3 1) xs NaNH2 2) H2O 2) H20

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 20.54P
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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
В
1) BH3-THF
2) H2O2, NAOH
HBr, ROOR
TSCI, pyridine
D
E
F
HBr
НСЕCNa
t-BUOK
H
1) xs NaNH2
2) H20
Br2
1) O3
2) H20
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 В 1) BH3-THF 2) H2O2, NAOH HBr, ROOR TSCI, pyridine D E F HBr НСЕCNa t-BUOK H 1) xs NaNH2 2) H20 Br2 1) O3 2) H20
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