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. QA ο ο ο ο OB O C Br₂ CH₂OH A 1.03 2. DMS KMnO4, NaOH cold HI mCPBA 1. Os04 2. H₂O₂ 1.(CH3)2S 16 78 15 19 20 B 13 CH,CO,H (peroxyacid) . MCPBA Pd or Pt (catalyst) 23 12 11 10 Pd or Ni (catalyst) D₂ (deuterium) IOH C BH, THF HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3-THF 2. H₂O₂, NaOH Br₂ Br₂ H₂O D ....OH OH OH "OH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.50P
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13.

Subject  :- Chemistry 

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.
О А
ο ο ο ο
OB
O C
D
Br₂
CH3OH
2. (CH3)2S
A
1. 03
2. DMS
KMnO4, NaOH
cold
HI
mCPBA
1. OSO
2. H₂O₂
CH,COSH
(peroxyacid)
Pa
B
19
MOPBA
+0ºH
20 1
Pd or Pt (catalyst)
2
3
12 11 10
Pd or Ni (catalyst)
D₂ (deuterium)
FIGH
Br₂2₂
BH3 THF
HBr
ROOR (peroxide)
H₂O
H₂SO4
HCI
1. BH3-THF
2. H₂O₂, NaOH
Br₂
Br₂
H₂O
D
OH
dom
'OH
OH
"OH
Transcribed Image Text: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. О А ο ο ο ο OB O C D Br₂ CH3OH 2. (CH3)2S A 1. 03 2. DMS KMnO4, NaOH cold HI mCPBA 1. OSO 2. H₂O₂ CH,COSH (peroxyacid) Pa B 19 MOPBA +0ºH 20 1 Pd or Pt (catalyst) 2 3 12 11 10 Pd or Ni (catalyst) D₂ (deuterium) FIGH Br₂2₂ BH3 THF HBr ROOR (peroxide) H₂O H₂SO4 HCI 1. BH3-THF 2. H₂O₂, NaOH Br₂ Br₂ H₂O D OH dom 'OH OH "OH
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