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 17 2. (CH3)2S H2 Pd or Pt (catalyst) 20 1 2 HBr ROOR (peroxide) H₂O H₂SO4 HCI 6 1. BH₁.THF 8 2. H₂O₂, NaOH 12 11 10 9 Br2 Br2 CH₂OH 1. 03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) 19 18 17 16 15 MCPBA 14 13 A Br2 H₂O BH3⚫THF OH Pd or Ni (catalyst) (deuterium) B 0 D 44444 OH OH OH OH de de de de d OH 'OH OH OH OH OH Α ABCD

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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.
Bra
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
A
19
18
17
16
H2
Pd or Pt (catalyst)
20 1 2
HBr
ROOR (peroxide)
H₂O
H₂SO4
HCI
6
1. BH₁.THF
2. H₂O2, NaOH
8
Br2
Br2
H₂O
BH3⚫THF
MCPBA
1. OsO4
2. H₂O₂
Неоно
(peroxyacid)
MCPBA
15
14
13
12 11 10
Pd or Ni (catalyst)
(deuterium)
B
0
D
44444
OH
OH
OH
OH
OH
de de de de de
OH
'OH
OH
OH
Α
ABCD
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. Bra CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI A 19 18 17 16 H2 Pd or Pt (catalyst) 20 1 2 HBr ROOR (peroxide) H₂O H₂SO4 HCI 6 1. BH₁.THF 2. H₂O2, NaOH 8 Br2 Br2 H₂O BH3⚫THF MCPBA 1. OsO4 2. H₂O₂ Неоно (peroxyacid) MCPBA 15 14 13 12 11 10 Pd or Ni (catalyst) (deuterium) B 0 D 44444 OH OH OH OH OH de de de de de OH 'OH OH OH Α ABCD
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