EZ ☐ Select to Draw B Br2 H2O 1. KCN, THE 2. neutralizing workup 0 Select to Draw E 1. OsO4 (catalytic) NMO RCO₂H 1. KMnO4, OH (warm) 2. H3O+

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 59CTQ
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Question
Draw the missing products and/or reagents in the following
multistep synthesis.
Use a dash or wedge bond to indicate the stereochemistry of
substituents on asymmetric centers, where applicable.
Ez
Select to Draw
1. KCN, THE
2.
neutralizing
workup
Select to Draw
A
BH3-THF
H2O2, NaOH
Br2
B
H2O
0
1. OsO4 (catalytic)
NMO
RCO3H
D
Done
Transcribed Image Text:Draw the missing products and/or reagents in the following multistep synthesis. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Ez Select to Draw 1. KCN, THE 2. neutralizing workup Select to Draw A BH3-THF H2O2, NaOH Br2 B H2O 0 1. OsO4 (catalytic) NMO RCO3H D Done
"Ez
<
☐☐
Select to Draw
1. KCN, THE
2.
neutralizing
workup
Select to Draw
E
0
B
Br2
H2O
1. Os04 (catalytic)
NMO
RCO H
D
1. KMnO4, OH- (warm)
2. H₂O*
Transcribed Image Text:"Ez < ☐☐ Select to Draw 1. KCN, THE 2. neutralizing workup Select to Draw E 0 B Br2 H2O 1. Os04 (catalytic) NMO RCO H D 1. KMnO4, OH- (warm) 2. H₂O*
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