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 CH₂OH 1.03 1. 03 2. (CH3)2S ΤΗ Pd or Pt (catalyst) HBr 20 1 2 18 17 16 15 14 2. DMS KMnO4, NaOH cold HI MCPBA 1. OsO4 2. H₂O₂ CH,CHOSH (peroxyacid) 1. MCPBA 2. H₂O* 13 12 11 10 45 HBr ROOR H₂SO4 HCI 1. BH3.THF 2. H₂O2, NaOH Br2 H₂O BH3⚫THF Br₂ EtOH Pd or Ni (catalyst) D₂ (deuterium) Br₂ A B с D 4 4 4 4 4 "D

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Question 11
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
CH₂OH
1. 03
2. DMS
KMnO4, NaOH
cold
HI
Pd or Pt (catalyst)
20
19
18
17
16
15
14
13
12
mCPBA
1. OsO4
2. H₂O₂
CH3CHO₂H
(peroxyacid)
BA
A
A
B
°
C
D
B
2
ROOR
HBr
(peroxid
H₂SO4
HCI
1. BH3.THF
11 10
2. H₂O2, NaOH
Br2
2
Pd or Ni (catalyst)
D₂ (deuterium)
Br₂
H₂O
BH3.⚫THF
0
D
D
Transcribed Image Text:Question 11 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 CH₂OH 1. 03 2. DMS KMnO4, NaOH cold HI Pd or Pt (catalyst) 20 19 18 17 16 15 14 13 12 mCPBA 1. OsO4 2. H₂O₂ CH3CHO₂H (peroxyacid) BA A A B ° C D B 2 ROOR HBr (peroxid H₂SO4 HCI 1. BH3.THF 11 10 2. H₂O2, NaOH Br2 2 Pd or Ni (catalyst) D₂ (deuterium) Br₂ H₂O BH3.⚫THF 0 D D
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