Question 17 Please predict the products for each of the following reactions. Clearly show the regiochemistry (Markovnikov vs anti-Markovnikov) and stereochemistry (syn- vs anti- or both). If a mixture of enantiomers is formed, please draw all the enantiomers. A Bra CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI 18 17 16 15 12 Pd or Pt (catalyst) 20 1 2 14 13 12 11 10 mCPBA 1. Os04 2. H₂O₂ CH,COSH (peroxyacid) Pd or Ni (catalyst) 9 HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3.THF 2. H₂O2, NaOH Br2 Br2 H₂O BH3⚫THF B с D OH ...OH OH 44444 OH OH OH "OH OH A B ос D OH OH OH OH OH OH OH "OH OH OH

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question 17
Please predict the products for each of the following reactions.
Clearly show the regiochemistry (Markovnikov vs anti-Markovnikov) and stereochemistry (syn- vs anti- or both).
If a mixture of enantiomers is formed, please draw all the enantiomers.
A
Bra
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
18
17
16
15
14
mCPBA
1. OsO4
2. H₂O₂
CH3CO₂H
(peroxyacid)
B
12
Pd or Pt (catalyst)
20 1 2
HBr
ROOR (peroxide)
H₂O
H₂SO4
HCI
1. BH3.THF
13
12 11 10
9
2. H₂O2, NaOH
Br2
Pd or Ni (catalyst)
Br₂
H₂O
BH3⚫THF
с
D
OH
OH
OH
OH
OH
OH
""OH
"OH
OH
OH
OH
OH
OH
œ œ œ œ œ
OH
"OH
OH
OH
OH
'OH
A
B
ос
D
Transcribed Image Text:Question 17 Please predict the products for each of the following reactions. Clearly show the regiochemistry (Markovnikov vs anti-Markovnikov) and stereochemistry (syn- vs anti- or both). If a mixture of enantiomers is formed, please draw all the enantiomers. A Bra CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI 18 17 16 15 14 mCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) B 12 Pd or Pt (catalyst) 20 1 2 HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3.THF 13 12 11 10 9 2. H₂O2, NaOH Br2 Pd or Ni (catalyst) Br₂ H₂O BH3⚫THF с D OH OH OH OH OH OH ""OH "OH OH OH OH OH OH œ œ œ œ œ OH "OH OH OH OH 'OH A B ос D
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