hv В D hv E hv A

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.39P: E. J. Coreys 1964 total synthesis of -caryophyllene (essence of cloves) solves a number of problems...
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For the cascade of your choice (A-B-D or A-C-E), explain in detail the reaction mechanism. Considering the Woodward-Hoffmann rules and frontier molecular orbital theory to suggest whether the reaction is allowed or forbidden

HOMEWORK 2
1. Compund A undergoes a cascade of electrocyclic reactions to give compound B under
thermal conditions, and C under photochemical conditions. Compounds B and C can
undergo a further cycloaddition reaction under photochemical conditions to give
compounds D and E, respectively. Please write the chemical structures of compounds
B, C, D, and E. For the cascade of your choice (A-B-D or A-C-E), explain in detail the
reaction mechanism. Considering the Woodward-Hoffmann rules and frontier molecular
orbital theory to suggest whether the reaction is allowed or forbidden.
hv
В
hv
E
hv
A
Transcribed Image Text:HOMEWORK 2 1. Compund A undergoes a cascade of electrocyclic reactions to give compound B under thermal conditions, and C under photochemical conditions. Compounds B and C can undergo a further cycloaddition reaction under photochemical conditions to give compounds D and E, respectively. Please write the chemical structures of compounds B, C, D, and E. For the cascade of your choice (A-B-D or A-C-E), explain in detail the reaction mechanism. Considering the Woodward-Hoffmann rules and frontier molecular orbital theory to suggest whether the reaction is allowed or forbidden. hv В hv E hv A
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