Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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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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Please answer the question and provide a detailed drawing of the structure. If there will not be a new C – C bond, then the box under the drawing area will be checked.  Will the following reaction make a molecule with a new C – C bond as its major product:  Draw the major organic product or products, if the reaction will work. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry.
Please do not use AI.  AI cannot "see" the molecules properly, and it therefore gives the wrong answer while giving incorrect descriptions of the visual images we're looking at.  All of these compounds would be produced (I think).  In my book, I don't see any rules about yield in this case, like explaining that one product would be present in less yield for this reason or that reason.  Please explain why some of these produce less yield than others.
Please answer the question and provide detailed explanations.
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