The pericyclic reaction involved in the synthesis of karahanaenone shown is to be identified and explained. Concept introduction: Sigmatropic rearrangements involve the migration of a σ bond present at the end or in the middle of the system across the π electron system from one position to another. They are represented by [m,n] where m and n represents the number of atoms between the bond being broken and the bond being formed in two directions. If even number of electron pair is involved then thermal reaction occur through antarafacial pathway and photochemical reactions occur through suprafacial pathway. If odd number of electron pair is involved then thermal reaction occur through suprafacial pathway and photochemical reactions occur through antarafacial pathway.

Question

Identify the following pericyclic reaction; explain the course and stereochemistry of the reaction.

Answer 1

Question

Chapter 30.SE, Problem 32AP

Interpretation Introduction

Interpretation:

The pericyclic reaction involved in the synthesis of karahanaenone shown is to be identified and explained.

Concept introduction:

Sigmatropic rearrangements involve the migration of a σ bond present at the end or in the middle of the system across the π electron system from one position to another. They are represented by [m,n] where m and n represents the number of atoms between the bond being broken and the bond being formed in two directions.

If even number of electron pair is involved then thermal reaction occur through antarafacial pathway and photochemical reactions occur through suprafacial pathway.

If odd number of electron pair is involved then thermal reaction occur through suprafacial pathway and photochemical reactions occur through antarafacial pathway.

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