ORGANIC CHEMISTRY-PRINT COMPANION (LL)
ORGANIC CHEMISTRY-PRINT COMPANION (LL)
4th Edition
ISBN: 9781119659594
Author: Klein
Publisher: WILEY
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Chapter 13, Problem 73IP
Interpretation Introduction

Interpretation: The mechanism for the given transformation needs to be provided and stereochemistry needs to be explained.

  ORGANIC CHEMISTRY-PRINT COMPANION (LL), Chapter 13, Problem 73IP

Concept Introduction:

In the presence of MCPBA, the formation of epoxide takes place on a double bond. A ring-opening reaction on epoxide takes place due to LiAlH4and the formation of a dianion takes place. In the last step, protonation of dianion occurs to form diol.

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The last step in the synthesis of β-vetivone, a major constituent of vetiver, a perennial grass found in tropical and subtropical regions of the world, involves treatment of C with CH3Li to form an intermediate X, which forms β-vetivone with aqueous acid. Identify the structure of X and draw a mechanism for converting X to β-vetivone.
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Chapter 13 Solutions

ORGANIC CHEMISTRY-PRINT COMPANION (LL)

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