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

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

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

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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Step 1: Introduction

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Step 2: Reduction by using LAH

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Step 3: Nucelophilic addition reaction by using grignard reagents

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Step 4: MCPBA Epoxidation of Alkene

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