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 H₂ Pd or Pt (catalyst) 2. (CH3)2S CH3OH 1.03 2. DMS KMnO4, NaOH cold HI HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3.THF 2. H₂O2, NaOH Br2 20 1 2 18 17 16 15 50 14 12 11 10 7 8 Br2 H₂O BH3⚫THF Br Pd or Ni (catalyst) D₂ (deuterium) FIQH H₂Q ТСРВА 1. OsO4 2. H₂O2 CH3CO₂H (peroxyacid) MCPBA A B 18.8 Α A B C 0 D 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
CH3OH
H₂
Pd or Pt (catalyst)
2. (CH3)2S
2. DMS
1.03
KMnO4, NaOH
cold
18
17
HI
16
15
20 1 2
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
50
6
1. BH3⚫THF
7
8
2. H₂O2, NaOH
14
12 11 10
MCPBA
1. OsO4
2. H₂O₂
CH3CO3H
(peroxyacid)
A
B
8.8
Α
A B
Br2
Br2
H₂O
BH3⚫THF
Br
Pd or Ni (catalyst)
D₂ (deuterium)
FIQH
MCPBA
H₂O
C
D
0
D
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 CH3OH H₂ Pd or Pt (catalyst) 2. (CH3)2S 2. DMS 1.03 KMnO4, NaOH cold 18 17 HI 16 15 20 1 2 HBr ROOR (peroxide) H₂O H2SO4 HCI 50 6 1. BH3⚫THF 7 8 2. H₂O2, NaOH 14 12 11 10 MCPBA 1. OsO4 2. H₂O₂ CH3CO3H (peroxyacid) A B 8.8 Α A B Br2 Br2 H₂O BH3⚫THF Br Pd or Ni (catalyst) D₂ (deuterium) FIQH MCPBA H₂O C D 0 D
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