A B HO OH [H+] (-H₂O) H i H + NaOH/H2O/heat D H2, Pd E 1) H G H2, Lindlar's cat. H TBAF C F + NaOH/H2O/heat 2) H3O+ 1) 2) H3O+ H | pyridine J K L Br2, [H3O+] TsCl, pyridine TMSCI, Et3N Propose an efficient synthesis for the following transformation: تھ مکھ HO H HO The transformation above can be performed with some reagent or 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”). If there is more than one correct solution, provide just one answer.

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.21P: Ethylene oxide is the starting material for the synthesis of 1,4-dioxane. Propose a mechanism for...
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10.

A
B
HO
OH
[H+] (-H₂O)
H
i
H
+ NaOH/H2O/heat
D
H2, Pd
E
1)
H
G
H2, Lindlar's cat.
H
TBAF
C
F
+ NaOH/H2O/heat
2) H3O+
1)
2) H3O+
H
|
pyridine
J
K
L
Br2, [H3O+]
TsCl, pyridine
TMSCI, Et3N
Transcribed Image Text:A B HO OH [H+] (-H₂O) H i H + NaOH/H2O/heat D H2, Pd E 1) H G H2, Lindlar's cat. H TBAF C F + NaOH/H2O/heat 2) H3O+ 1) 2) H3O+ H | pyridine J K L Br2, [H3O+] TsCl, pyridine TMSCI, Et3N
Propose an efficient synthesis for the following transformation:
تھ مکھ
HO
H
HO
The transformation above can be performed with some reagent or 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”). If there is more than one correct
solution, provide just one answer.
Transcribed Image Text:Propose an efficient synthesis for the following transformation: تھ مکھ HO H HO The transformation above can be performed with some reagent or 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”). If there is more than one correct solution, provide just one answer.
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