1. (a) The two reactions shown below both produce a secondary alcohol. For both reactions provide a mechanism and predict the major diastereoisomer of the product formed, using the Felkin-Anh model. но. Ph Н Ph Ph H i)LIAIH ii) H₂O (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. m-CPBA i) PhMgBr ii) H₂O ? ? m-CPBA

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1.
(a) The two reactions shown below both produce a secondary alcohol. For both reactions
provide a mechanism and predict the major diastereoisomer of the product formed, using
the Felkin-Anh model.
НО.
Ph
MeO₂C
Ph
(ii) Consider the scheme below.
MeO₂C
Ph
H
(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.
i) LiAlH4
i) H₂O
m-CPBA
i) PhMgBr
ii) H₂O
?
NaBH₁
MeO₂C
m-CPBA
• Provide a clear conformational drawing of the starting material.
• Provide a mechanism for which accounts for the product shown, commenting on any
selectivity you propose.
Transcribed Image Text:1. (a) The two reactions shown below both produce a secondary alcohol. For both reactions provide a mechanism and predict the major diastereoisomer of the product formed, using the Felkin-Anh model. НО. Ph MeO₂C Ph (ii) Consider the scheme below. MeO₂C Ph H (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. i) LiAlH4 i) H₂O m-CPBA i) PhMgBr ii) H₂O ? NaBH₁ MeO₂C m-CPBA • Provide a clear conformational drawing of the starting material. • Provide a mechanism for which accounts for the product shown, commenting on any selectivity you propose.
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