Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 11, Problem 11.79AP
Interpretation Introduction

Interpretation:

The compound present in bottles A, B, and C are to be predicted.

Concept introduction:

The cyclic ether containing a ring of atoms, carbon, oxygen and carbon is known as an epoxide. The strained cyclic ring is found to be highly reactive in nature. In presence of strong base, it opens from the less hindered site. In presence of strong acid, it opens from more hindered site.

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(a) What product is formed by the Claisen rearrangement of compound Z? (b) Using what you have learned about ring-closing metathesis in Chapter 24, draw the product formed when the product in part (a) is treated with Grubbs catalyst. These two reactions are key steps in the synthesis of garsubellin A, a biologically active natural product that stimulates the synthesis of the neurotransmitter acetylcholine. Compounds of this sort may prove to be useful drugs for the treatment of neurodegenerative diseases such as Alzheimer's disease.
(a) What product is formed by the Claisen rearrangement of compound Z? (b) Using what you have learned about ring-closing metathesis in Chapter 26, draw the product formed when the product in part (a) is treated with Grubbs catalyst. These two reactions are key steps in the synthesis of garsubellin A, a biologically active natural product that stimulates the synthesis of the neurotransmitter acetylcholine. Compounds of this sort may prove to be useful drugs for the treatment of neurodegenerative diseases such as Alzheimer’s disease.
Can you help me answer 5.35

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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