Maaliol is a fragrance found in patchouli oil. Draw the missing products and/or reagents in this synthesis of maaliol. Use a dash or wedge to indicate relative stereochemistry of substituents on asymmetric centers, where applicable. HI+ HBr Br 1. NH2NH2, KOH 2. SeO2 3. NH2NH2, KOH O NaBH4 CH3OH 110 Q HO TOH Select to Edit pTsCl NEt3 (triethylamine) ||10 8 H но TsO но. || 1. LiAlH4 2. H3O+ H
Maaliol is a fragrance found in patchouli oil. Draw the missing products and/or reagents in this synthesis of maaliol. Use a dash or wedge to indicate relative stereochemistry of substituents on asymmetric centers, where applicable. HI+ HBr Br 1. NH2NH2, KOH 2. SeO2 3. NH2NH2, KOH O NaBH4 CH3OH 110 Q HO TOH Select to Edit pTsCl NEt3 (triethylamine) ||10 8 H но TsO но. || 1. LiAlH4 2. H3O+ H
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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.57P
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Maaoil is a fragrence found in patchouli oil. Draw the missing products and or reagents in this synethsis of maaoil. Use wedge or dash to indicate relitave steriochemisty.
![Maaliol is a fragrance found in patchouli oil. Draw the missing
products and/or reagents in this synthesis of maaliol. Use a
dash or wedge to indicate relative stereochemistry of
substituents on asymmetric centers, where applicable.
HI+
HBr
Br
1. NH2NH2,
KOH
2. SeO2
3. NH2NH2, KOH
O
NaBH4
CH3OH
110
Q](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1e6e454d-7fc7-449a-823c-fa4c1d3fe07f%2F9d7269cc-cde9-4092-8bd8-1b0a6c9e5b7b%2Fulf59po_processed.png&w=3840&q=75)
Transcribed Image Text:Maaliol is a fragrance found in patchouli oil. Draw the missing
products and/or reagents in this synthesis of maaliol. Use a
dash or wedge to indicate relative stereochemistry of
substituents on asymmetric centers, where applicable.
HI+
HBr
Br
1. NH2NH2,
KOH
2. SeO2
3. NH2NH2, KOH
O
NaBH4
CH3OH
110
Q
![HO
TOH
Select to Edit
pTsCl
NEt3
(triethylamine)
||10
8
H
но
TsO
но.
||
1. LiAlH4
2. H3O+
H](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1e6e454d-7fc7-449a-823c-fa4c1d3fe07f%2F9d7269cc-cde9-4092-8bd8-1b0a6c9e5b7b%2Fgyn7glg_processed.png&w=3840&q=75)
Transcribed Image Text:HO
TOH
Select to Edit
pTsCl
NEt3
(triethylamine)
||10
8
H
но
TsO
но.
||
1. LiAlH4
2. H3O+
H
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