Synthetic Approaches to Caryophyllene

McKillop, Alexander (1963) Synthetic Approaches to Caryophyllene. PhD thesis, University of Glasgow.

Abstract

Starting respectively from 2-methylcyclohexanone and 2-methylcycloheptanone, a synthetic route to 8- and 9-membered carbocycles has been developed via the bicyclo-[3:3:1]-nonane and bicyclo-[4:3:1]-decane systems. In particular, 1-methyl-5-methylenecyclooct-l-ene and l-methyl-5-methylenecyclonon-l-ene have been synthesised as models for a projected synthesis of caryophyllene. Alternative routes to certain intermediates have been investigated to establish the most direct and conservative approach to olefins of this type, and the purity of the products has been established by spectroscopic methods. An attempt has been made to extend these methods to a synthesis of isocaryophyllene.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Keywords: Organic chemistry
• Date of Award: 1963
• Depositing User: Enlighten Team
• Unique ID: glathesis:1963-79476
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 05 Mar 2020 09:06
• Last Modified: 05 Mar 2020 09:06
• URI: https://theses.gla.ac.uk/id/eprint/79476