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. Question 16 Br2 CH3OH 1.03 2. DMS 2. (CH3)2S 112 Pd or Pt (catalyst) 20 1 2 KMnO4, NaOH cold 18 17 HI 16 15 14 HBr ROOR (peroxide) H₂O H2SO4 HCI 1. BH3.THF 6 2. H₂O2, NaOH 7 8 Br2 Br₂ 13 12 11 10 mCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) A B A B C D H₂O BH3⚫THF Br Pd or Ni (catalyst) D₂ (deuterium) BIOH 0 ४.४ D αα α.α

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Question 16
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
2. (CH3)2S
CH3OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
12
Pd or Pt (catalyst)
18
17
16
15
20 1 2
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
1. BH3.THF
6
2. H₂O2, NaOH
8
Br2
Br₂
Br
BH3⚫THF
H₂O
14
13
12 11 10
MCPBA
1. OsO4
2. H₂O2
CH3CO₂H
(peroxyacid)
A
A
B
C
D
B
FIOH
Pd or Ni (catalyst)
D₂ (deuterium)
0
D
αα
α.α
Transcribed Image Text:Question 16 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 2. (CH3)2S CH3OH 1.03 2. DMS KMnO4, NaOH cold HI 12 Pd or Pt (catalyst) 18 17 16 15 20 1 2 HBr ROOR (peroxide) H₂O H2SO4 HCI 1. BH3.THF 6 2. H₂O2, NaOH 8 Br2 Br₂ Br BH3⚫THF H₂O 14 13 12 11 10 MCPBA 1. OsO4 2. H₂O2 CH3CO₂H (peroxyacid) A A B C D B FIOH Pd or Ni (catalyst) D₂ (deuterium) 0 D αα α.α
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