Studies in Cycloheptenes

McCrae, James McGenchie (1966) Studies in Cycloheptenes. PhD thesis, University of Glasgow.

Abstract

Part I. Chapter 1 describes a synthesis of the colchicine skeleton, namely, desmethoxydesacetamido-8,9,10,11,12-hexahydrocolchicine. This was accomplished by utilising the bridge-cleavage reaction of a bicyclo-(3,2,1)-octan-8-one to the cycloheptene carboxylic acid. The acid produced was elaborated, via its methyl ketone to an 0-acetate which on reduction, yielded the above alcohol. In chapter 2 this cleavage reaction was employed in an unambiguous and selective synthesis of beta-carboxytropolone.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Keywords: Organic chemistry
• Date of Award: 1966
• Depositing User: Enlighten Team
• Unique ID: glathesis:1966-77192
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 14 Jan 2020 09:16
• Last Modified: 14 Jan 2020 09:16
• URI: https://theses.gla.ac.uk/id/eprint/77192