Propose a complete curved-arrow mechanism for the formation of the fragrant terpene shown below from farnesyl pyrophosphate. Show all cationic intermediates as discrete steps. You do not need to account for the observed stereochemistry. Your mechanism should require no more than three carbocationic shifts. Numbering your carbons will be helpful. farnesyl pyrophosphate OPP Fragrant Terpene

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.47P: The base-promoted rearrangement of an -haloketone to a carboxylic acid, known as the Favorskii...
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Propose a complete curved-arrow mechanism for the formation of the fragrant terpene shown
below from farnesyl pyrophosphate. Show all cationic intermediates as discrete steps. You do not need to
account for the observed stereochemistry. Your mechanism should require no more than three
carbocationic shifts. Numbering your carbons will be helpful.
farnesyl pyrophosphate
OPP
Fragrant Terpene
Transcribed Image Text:Propose a complete curved-arrow mechanism for the formation of the fragrant terpene shown below from farnesyl pyrophosphate. Show all cationic intermediates as discrete steps. You do not need to account for the observed stereochemistry. Your mechanism should require no more than three carbocationic shifts. Numbering your carbons will be helpful. farnesyl pyrophosphate OPP Fragrant Terpene
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