ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 19, Problem 35DSP
Interpretation Introduction

Interpretation:

The stereochemistry of the product formed is to be deduced on the basis of the facts given in the reaction.

Concept introduction:

Cyclic esters are called lactones and are often prepared by the intramolecular cyclization of hydroxy substituted carboxylic acids.

Electrophilic addition to the double bond of unsaturated carboxylic acids gives a lactone.

During iodolactonization, I2 or N-iodosuccinimide is a source of electrophilic iodine.

Anti addition takes place in this cyclization.

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