Question 4 Reversing the regiochemistry of an alkene addition can be accomplished in two ways, exemplified below. OH 1. BH, THF 2. H₂O₂/HO* HBr H₂O₂ Br A. Draw a mechanism for the hydrohalogenation shown above. B. Explain why the regiochemistry is opposite to the more typical HBr addition (without peroxides) C. Explain why the hydroboration follows the same regiochemistry.

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Question 4
Reversing the regiochemistry of an alkene addition can be accomplished in two ways,
exemplified below.
OH
1. BH, THF
2. H₂O₂/HO*
HBr
H₂O₂
Br
A. Draw a mechanism for the hydrohalogenation shown above.
B. Explain why the regiochemistry is opposite to the more typical HBr addition (without
peroxides)
C. Explain why the hydroboration follows the same regiochemistry.
Transcribed Image Text:Question 4 Reversing the regiochemistry of an alkene addition can be accomplished in two ways, exemplified below. OH 1. BH, THF 2. H₂O₂/HO* HBr H₂O₂ Br A. Draw a mechanism for the hydrohalogenation shown above. B. Explain why the regiochemistry is opposite to the more typical HBr addition (without peroxides) C. Explain why the hydroboration follows the same regiochemistry.
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