Suggest an efficient synthesis for the following transformation: OH + En Br The synthesis above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). t- A: BUOK 1) ВНз-THF G: D: HBr 2) H2O2, NaOH 1) O3 B: 2) conc. H2SO4, H: heat E: NaOMe DMS 1) Hg(OAc)2, HBr, C: ROOR F: H2/Pt H20 2) NABH4 I:

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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Suggest an efficient synthesis for the following
transformation:
OH
+ En
Br
The synthesis above can be performed with some
combination of the reagents listed below. Give the necessary
reagents in the correct order, as a string of letters (without
spaces or punctuation, such as "EBF").
t-
A:
BUOK
1) ВНз-THF
G:
D: HBr
2) H2O2, NaOH
1) O3
B: 2)
conc. H2SO4,
H:
heat
E: NaOMe
DMS
1) Hg(OAc)2,
HBr,
C:
ROOR
F: H2/Pt
H20
2) NABH4
I:
Transcribed Image Text:Suggest an efficient synthesis for the following transformation: OH + En Br The synthesis above can be performed with some combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). t- A: BUOK 1) ВНз-THF G: D: HBr 2) H2O2, NaOH 1) O3 B: 2) conc. H2SO4, H: heat E: NaOMe DMS 1) Hg(OAc)2, HBr, C: ROOR F: H2/Pt H20 2) NABH4 I:
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