Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780077479824
Author: SMITH, Janice Gorzynski/
Publisher: McGraw-Hill College
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Chapter 27, Problem 27.42P
Interpretation Introduction

Interpretation: The preparation of X from a constitutional isomer by a series of [2+2] cycloaddition reaction is to be predicted.

Concept introduction: Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.

Electrocyclic reactions involve the conversion of σ bonds into π bonds or π bonds into σ bonds.

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How can X be prepared from a constitutional isomer by a series of [2 + 2] cycloaddition reactions? Interest in molecules that contain several cyclobutane rings fused together has been fueled by the discovery of pentacycloanammoxic acid methyl ester, a lipid isolated from the membrane of organelles in the bacterium Candidatus Brocadia anammoxidans. The role of this unusual natural product is as yet unknown.
How can X be prepared from a constitutional isomer by a series of [2 + 2]cycloaddition reactions? Interest in molecules that contain severalcyclobutane rings fused together has been fueled by the discovery ofpentacycloanammoxic acid methyl ester, a lipid isolated from themembrane of organelles in the bacterium Candidatus Brocadiaanammoxidans. The role of this unusual natural product is as yetunknown.
Understand the structure and sketch the resultant 2 products and their relationship (stereochemistry) with one another and identify their stereocenters (R/S).

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Organic Chemistry

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