1. Answer ALL parts (a)-(c). (a) Answer BOTH parts (1) and (ii) (i) Predict the major product of the reaction shown below. Include in your answer a mechanism and account for any stereoselectivity you propose. (ii) Consider the scheme below. H HO step 1 i) PHMgBr i) H₂O HO ? m-CPBA step 2 A

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Chapter1: Chemical Foundations
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1. Answer ALL parts (a) - (c).
(a) Answer BOTH parts (i) and (ii)
(i)
Predict the major product of the reaction shown below. Include in your answer a
mechanism and account for any stereoselectivity you propose.
(ii) Consider the scheme below.
НО
Br
step 1
i) PhMgBr
ii) H₂O
HO
NM₂
?
m-CPBA
step 2
gobe
i) Buli
ii) H₂O
m-CPBA
• Provide a clear conformational drawing of the starting material for step 1
• Propose a structure for compound A, clearly showing any stereochemistry.
• Provide a mechanism for step 2 which accounts for the proposed structure of A.
(b) Answer BOTH parts (i) and (ii)
(i)
Predict the major product of the reaction shown below. Include in your answer a
mechanism, and account for any stereoselectivity you propose.
A
?
(ii) Predict the major product of the reaction shown below and account for any
Transcribed Image Text:1. Answer ALL parts (a) - (c). (a) Answer BOTH parts (i) and (ii) (i) Predict the major product of the reaction shown below. Include in your answer a mechanism and account for any stereoselectivity you propose. (ii) Consider the scheme below. НО Br step 1 i) PhMgBr ii) H₂O HO NM₂ ? m-CPBA step 2 gobe i) Buli ii) H₂O m-CPBA • Provide a clear conformational drawing of the starting material for step 1 • Propose a structure for compound A, clearly showing any stereochemistry. • Provide a mechanism for step 2 which accounts for the proposed structure of A. (b) Answer BOTH parts (i) and (ii) (i) Predict the major product of the reaction shown below. Include in your answer a mechanism, and account for any stereoselectivity you propose. A ? (ii) Predict the major product of the reaction shown below and account for any
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