Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 18, Problem 6PP

Practice Problem 18.6

(a) Write a reaction involving a lithium enolate for introduction of the methyl group in the following compound (an intermediate in a synthesis by E. J. Corey of cafestol, an anti-inflammatory agent found in coffee beans):

Chapter 18, Problem 6PP, Practice Problem 18.6 (a) Write a reaction involving a lithium enolate for introduction of the , example  1

(b) Dienolates can be formed from β -keto esters using two equivalents of LDA. The dienolate can then be alkylated selectively at the more basic of the two enolate carbons. Write a reaction for synthesis of the following compound using a dienolate and the ap-propriate alkyl halide:

Chapter 18, Problem 6PP, Practice Problem 18.6 (a) Write a reaction involving a lithium enolate for introduction of the , example  2

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