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 15 1.03 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) 2. (CH3)2S Br2 CH₂OH 20 19 18 17 16 15 14 13 12 11 10 H₂ Pd or Pt (catalyst) Br 12 HBr ROOR (peroxide) Br2 H₂O BH3⚫THF Bra SIOH Pd or Ni (catalyst) D₂ (deuterium) Н20 H₂SO4 HCI 1. BH3⚫THF 2. H₂O2, NaOH Br₂ A B с D A B C D ة.

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Question 15
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.
(CH3)2S
Br2
CH₂OH
1.03
2. DMS
KMnO4, NaOH
cold
HI
Pd or Pt (catalyst)
20 1 2
19
18
17
16
15
14
13
12 11 10
MCPBA
1. OsO4
2. H₂O₂
CH3CO₂H
(peroxyacid)
MCPBA
HBr
ROOR (peroxide)
H₂O
H2SO4
HCI
1. BH3.THF
2. H₂O2, NaOH
Br2
Br2
H₂O
BH3⚫THF
Br2
FIOH
Pd or Ni (catalyst)
D₂ (deuterium)
A
B
с
000
ABCD
....O
D
Transcribed Image Text:Question 15 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. (CH3)2S Br2 CH₂OH 1.03 2. DMS KMnO4, NaOH cold HI Pd or Pt (catalyst) 20 1 2 19 18 17 16 15 14 13 12 11 10 MCPBA 1. OsO4 2. H₂O₂ CH3CO₂H (peroxyacid) MCPBA HBr ROOR (peroxide) H₂O H2SO4 HCI 1. BH3.THF 2. H₂O2, NaOH Br2 Br2 H₂O BH3⚫THF Br2 FIOH Pd or Ni (catalyst) D₂ (deuterium) A B с 000 ABCD ....O D
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