Synthetic Approaches to Naturally Occurring Cyclopentanes

Clayton, John Peter (1966) Synthetic Approaches to Naturally Occurring Cyclopentanes. PhD thesis, University of Glasgow.

Abstract

PART I. Five synthetic routes to the prostaglandins, a group of highly substituted cyclopentanes, have been explored. The first four routes were unsuccessful but have provided interesting and useful information on a variety of substituted cyclopentanes. The fifth route has resulted in the isolation of 2-(6-cyanohexyl)-3-(oct-l-yn-3-ol) cyclopent-2-enone. The transformation of this important intermediate into the prostaglandin structure requires three further structural changes - the hydrolysis of the nitrile group, the selective reduction of the enyne system to a trans double bond and the introduction of a second oxygen function into the cyclopentane ring.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Keywords: Organic chemistry
• Date of Award: 1966
• Depositing User: Enlighten Team
• Unique ID: glathesis:1966-77188
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 14 Jan 2020 11:53
• Last Modified: 14 Jan 2020 11:53
• URI: https://theses.gla.ac.uk/id/eprint/77188