Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 30.SE, Problem 16MP
Interpretation Introduction

Interpretation:

The three sequential pericyclic reactions involved in synthesizing coronafacic acid are to be identified. A mechanism for the overall transformation is to be proposed. How the synthesis can be completed is also to be indicated.

Concept introduction:

In electrocyclic reactions cyclic alkenes or dienes react to yield acyclic conjugated dienes as poducts. A σ bond is broken, a new π bond is formed and some π bonds change their positions. The reactions are reversible.

In cycloaddition reactions two unsaturated molecules add to one another to yield a cyclic product.

In basic solutions the conjugated enones tautomerize and exist as tautomers. Aldehydes when treated with ammoniacal silver nitrate (Tollens reagent) get oxidized to carboxylic acids.

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