ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 25, Problem 33P
Interpretation Introduction

Interpretation: The product formed by the disrotatory cyclization of the given diene M is to be drawn. The stereochemistry at new sp3 hybridized carbon atoms is to be indicated. The given reaction whether occurs under photochemical or thermal conditions is to be predicted.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene.

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Draw the product formed when diene M undergoes disrotatorycyclization. Indicate the stereochemistry at new sp3 hybridized carbons.Will the reaction occur under thermal or photochemical conditions
The bicyclic alkene P can be prepared by thermal electrocyclic ring closure from cyclodecadiene Q or by photochemical electrocyclic ring closure from cyclodecadiene R. Draw the structures of Q and R, and indicate the stereochemistry of the process by which each reaction occurs.
Draw the product formed when diene M undergoes disrotatory cyclization. Indicate the stereochemistry at new sp3 hybridized carbons. Will the reaction occur under thermal or photochemical conditions?
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