Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
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Chapter 11, Problem 11.41P
Interpretation Introduction

(a)

Interpretation:

The product obtained when 3-phenylprop-2-en-1-ol reacts with ()-DET in presence of tert butyl hydroperoxide is to be stated. Also, the stereochemistry of the product is to be stated.

Concept introduction:

When an allylic alcohol is reacted with enantiomeric tartrate esters, (+)DET and ()DET, in presence of titanium (IV) isopropoxide catalyst and tert-butylhydroperoxide, two enantiomeric epoxides are formed. This reaction is known as Sharpless asymmetric epoxidation reation. The epoxide is formed at the double bond present in the allylic alcohol. The stereochemistry of the enantiomeric epoxide products depends upon the stereochemistry of the tartrate ester, DET, used.

Interpretation Introduction

(b)

Interpretation:

The product obtained when 2-methylbut-2-en-1-ol reacts with (+)-DET in presence of tert butyl hydroperoxide is to be stated. Also, the stereochemistry of the product is to be stated.

Concept introduction:

When an allylic alcohol is reacted with enantiomeric tartrate esters, (+)DET and ()DET, in presence of titanium (IV) isopropoxide catalyst and tert-butylhydroperoxide, two enantiomeric epoxides are formed. This reaction is known as Sharpless asymmetric epoxidation reation. The epoxide is formed at the double bond present in the allylic alcohol. The stereochemistry of the enantiomeric epoxide products depends upon the stereochemistry of the tartrate ester, DET, used.

Interpretation Introduction

(c)

Interpretation:

The product obtained when undec-2, 5, 9-trien-1-ol reacts with ()-DET in presence of tert butyl hydroperoxide is to be stated. Also, the stereochemistry of the product is to be stated.

Concept introduction:

When an allylic alcohol is reacted with enantiomeric tartrate esters, (+)DET and ()DET, in presence of titanium (IV) isopropoxide catalyst and tert-butylhydroperoxide, two enantiomeric epoxides are formed. This reaction is known as Sharpless asymmetric epoxidation reation. The epoxide is formed at the double bond present in the allylic alcohol. The stereochemistry of the enantiomeric epoxide products depends upon the stereochemistry of the tartrate ester, DET, used.

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Chapter 11 Solutions

Organic Chemistry

Ch. 11 - Prob. 11.11PCh. 11 - Prob. 11.12PCh. 11 - Prob. 11.13PCh. 11 - Prob. 11.14PCh. 11 - Prob. 11.15PCh. 11 - Prob. 11.16PCh. 11 - Prob. 11.17PCh. 11 - Prob. 11.18PCh. 11 - Prob. 11.19PCh. 11 - Prob. 11.20PCh. 11 - Prob. 11.21PCh. 11 - Prob. 11.22PCh. 11 - Prob. 11.23PCh. 11 - Prob. 11.24PCh. 11 - Prob. 11.25PCh. 11 - Prob. 11.26PCh. 11 - Prob. 11.27PCh. 11 - Prob. 11.28PCh. 11 - Prob. 11.29PCh. 11 - Prob. 11.30PCh. 11 - Prob. 11.31PCh. 11 - Prob. 11.32PCh. 11 - Prob. 11.33PCh. 11 - Prob. 11.34PCh. 11 - Prob. 11.35PCh. 11 - Prob. 11.36PCh. 11 - Prob. 11.37PCh. 11 - Prob. 11.38PCh. 11 - Prob. 11.39PCh. 11 - Prob. 11.40PCh. 11 - Prob. 11.41PCh. 11 - Prob. 11.42PCh. 11 - Prob. 11.43PCh. 11 - Prob. 11.44APCh. 11 - Prob. 11.45APCh. 11 - Prob. 11.46APCh. 11 - Prob. 11.47APCh. 11 - Prob. 11.48APCh. 11 - Prob. 11.49APCh. 11 - Prob. 11.50APCh. 11 - Prob. 11.51APCh. 11 - Prob. 11.52APCh. 11 - Prob. 11.53APCh. 11 - Prob. 11.54APCh. 11 - Prob. 11.55APCh. 11 - Prob. 11.56APCh. 11 - Prob. 11.57APCh. 11 - Prob. 11.58APCh. 11 - Prob. 11.59APCh. 11 - Prob. 11.60APCh. 11 - Prob. 11.61APCh. 11 - Prob. 11.62APCh. 11 - Prob. 11.63APCh. 11 - Prob. 11.64APCh. 11 - Prob. 11.65APCh. 11 - Prob. 11.66APCh. 11 - Prob. 11.67APCh. 11 - Prob. 11.68APCh. 11 - Prob. 11.69APCh. 11 - Prob. 11.70APCh. 11 - Prob. 11.71APCh. 11 - Prob. 11.72APCh. 11 - Prob. 11.73APCh. 11 - Prob. 11.74APCh. 11 - Prob. 11.75APCh. 11 - Prob. 11.76APCh. 11 - Prob. 11.77APCh. 11 - Prob. 11.78APCh. 11 - Prob. 11.79APCh. 11 - Prob. 11.80APCh. 11 - Prob. 11.81AP
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