6. Provide the missing starting materials, reagents, or products, as needed. If you are supplying the products, make sure to show all major organic products, indicating stereochemistry if necessary. If no reaction would occur, write "NR."

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
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.48P: The Williamson ether synthesis involves treatment of a haloalkane with a metal alkoxide. Following...
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6. Provide the missing starting materials, reagents, or products, as needed. If you are supplying the
products, make sure to show all major organic products, indicating stereochemistry if necessary. If no
reaction would occur, write "NR."
a)
H₂ (xs)
Pt
1) Hg(OAc)2, H₂O
2) NaBH4
O
mCPBA
CH₂Cl2
mCPBA =
1) BH3 / THF
2) NaOH, H₂O₂, H₂O
1) OsO4
THF, rt
2) Me₂S
b)
c)
d)
e)
f)
h)
OH
HBr
H₂O₂
A
H+
1) 03
2) Me₂S
CI
Transcribed Image Text:6. Provide the missing starting materials, reagents, or products, as needed. If you are supplying the products, make sure to show all major organic products, indicating stereochemistry if necessary. If no reaction would occur, write "NR." a) H₂ (xs) Pt 1) Hg(OAc)2, H₂O 2) NaBH4 O mCPBA CH₂Cl2 mCPBA = 1) BH3 / THF 2) NaOH, H₂O₂, H₂O 1) OsO4 THF, rt 2) Me₂S b) c) d) e) f) h) OH HBr H₂O₂ A H+ 1) 03 2) Me₂S CI
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