Question 18 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. HBr ROOR (peroxide) H₂O H₂SO4 20 1 2 19 3 HCI 18 17 5 1. BH, THF 16 6 2. H₂O₂, NaOH 8. Br₂ 12 10 11 Bra CH₂OH 1. 03 2. DMS KMnO4, NaOH cold HI mCPBA 1. OsO 2. H₂O₂ нозно (peroxyacid) 15 14 13 H₂O Br2 BH₂⚫THF min OH ОН B six mie ABCD

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Question 18
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.
HBr
ROOR (peroxide)
H₂O
H₂SO4
3
HCI
5
6
1. BH3.THF
2. H₂O2, NaOH
8
Br₂
Br2
CH₂OH
1. 03
2. DMS
KMnO4, NaOH
cold
HI
MCPBA
1. Oso
2. H₂O₂
19
18
17
16
(peroxyacid)
15
14
13
20 1 2
12
11 10
H₂O
Br2
BH, THF
B
min
OH
ОН
six mie
ABCD
Transcribed Image Text:Question 18 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. HBr ROOR (peroxide) H₂O H₂SO4 3 HCI 5 6 1. BH3.THF 2. H₂O2, NaOH 8 Br₂ Br2 CH₂OH 1. 03 2. DMS KMnO4, NaOH cold HI MCPBA 1. Oso 2. H₂O₂ 19 18 17 16 (peroxyacid) 15 14 13 20 1 2 12 11 10 H₂O Br2 BH, THF B min OH ОН six mie ABCD
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