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. Br2 CH₂OH 2. (CH3)2S zu 11 10 Pd or Pt (catalyst) 2 HBr ROOR (peroxide) H₂O H2SO4 HCI 1. BH, THF 2. H₂O2, NaOH Br2 1.03 2. DMS KMnO4, NaOH cold HI mCPBA 20 18 17 16 15 14 1. OsO4 2. H₂O₂ 13 CH3CO₂H (peroxyacid) 12 A A B Br2 H₂O BH3⚫THF Br2 FIOH or Ni (catalyst) deuterium) B D OH OH OH "OH
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. Br2 CH₂OH 2. (CH3)2S zu 11 10 Pd or Pt (catalyst) 2 HBr ROOR (peroxide) H₂O H2SO4 HCI 1. BH, THF 2. H₂O2, NaOH Br2 1.03 2. DMS KMnO4, NaOH cold HI mCPBA 20 18 17 16 15 14 1. OsO4 2. H₂O₂ 13 CH3CO₂H (peroxyacid) 12 A A B Br2 H₂O BH3⚫THF Br2 FIOH or Ni (catalyst) deuterium) B D OH OH OH "OH
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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
Transcribed Image Text:Question 13
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.
Brz
CH3OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
19
18
17
16
15
14
13
Pd or Pt (catalyst)
201
MCPBA
1. OsO4
2. H₂O₂
CH3CO₂H
(peroxyacid)
MCPBA
2. H₂O+
HBr
ROOR (peroxide)
H₂O
9
12 11 10
Pd or Ni (catalyst)
D₂ (deuterium)
FIOH
H2SO4
HCI
1. BH3⚫THF
2. H₂O2, NaOH
Br2
Br2
H₂O
BH3⚫THF
A
B
с
D
Α
В
ABCD
OH
"OH
४.४
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