Cardiff University | Prifysgol Caerdydd ORCA
Online Research @ Cardiff 
WelshClear Cookie - decide language by browser settings

New aspects of acid-catalysed cyclisations

Aldmairi, Abdul Hadi 2014. New aspects of acid-catalysed cyclisations. PhD Thesis, Cardiff University.
Item availability restricted.

[thumbnail of Aldmairi A final thesis.pdf]
Preview
PDF - Accepted Post-Print Version
Available under License Creative Commons Attribution Non-commercial No Derivatives.

Download (16MB) | Preview
[thumbnail of Aldmairi A form073.pdf] PDF - Supplemental Material
Restricted to Repository staff only

Download (857kB)

Abstract

This thesis describes the use of both sulfuric acid and triflic acid, to promote hydroamination and hydroalkoxylation cyclisations for the formation of N- and Oheterocycles. Chapter 2 describes the synthesis of 2,2,6-trisubstetuted piperidine. A wide range of protecting groups has been employed in the cyclisation. A new, general and flexible method for the highly enantioselective synthesis of chiral piperidine and spiropiperidine has been developed. The main advantages of this synthetic method lie in the readily availability of the precursors. There is no reason why this reaction cannot find further application in natural product synthesis. Chapter 3 describes a miscellany of cascade and transannular cyclizations. The hydroamination has also been used to form the sterically crowded bridged isoquinuclidines through a transannular cyclisation, which would have rearranged to the less hindered products. We have also applied acid-catalyzed intramolecular cascade methodology to the synthesis of polycyclic hydroquinolines. Oxygen-centered transannular cyclisation has been compared with nitrogen-based examples, by acid-catalyzed hydroalkoxylation cyclisation to give only the sterically crowded bridged cineoles. Chapter 4 describes a new discovery of a novel N-to-O transfer reaction.

Item Type: Thesis (PhD)
Status: Unpublished
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Date of First Compliant Deposit: 30 March 2016
Last Modified: 19 Mar 2016 23:56
URI: https://orca.cardiff.ac.uk/id/eprint/73199

Actions (repository staff only)

Edit Item Edit Item

Downloads

Downloads per month over past year

View more statistics