Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
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Chapter 11, Problem 11.51P
Interpretation Introduction

Interpretation:

The three carbocation rearrangements in the synthesis of cholesterol from squalene as per Equation 11.38 are to be drawn using curved arrow notation.

Concept introduction:

Carbocations are prone to rearrangements. Generally, this rearrangement is driven by the formation of a more stable carbocation. There are three ways in which a carbocation rearrangement can occur – a 1, 2-hydride shift, a 1, 2-methyl shift, or a resonance rearrangement.

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Organic Chemistry: Principles And Mechanisms

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