Inverse electron demand diels-alder based approach to 6H-Dibenzo[b, d]pyran-6-ones and its application in target-oriented synthesis

Nandaluru, Penchal Reddy (2012) Inverse electron demand diels-alder based approach to 6H-Dibenzo[b, d]pyran-6-ones and its application in target-oriented synthesis. Doctoral (PhD) thesis, Memorial University of Newfoundland.

[img] [English] PDF - Accepted Version
Available under License - The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission.

Download (8MB)

Abstract

This thesis deals with the exploration and the development of Inverse Electron-Demand Diels-Alder (IEDDA)-based methodologies to access 6H-dibenzo[b,d]pyran-6-ones (DBPs) and their application in target-oriented synthesis. Due to its importance throughout this dissertation, the Diels-Alder reaction is discussed in some detail in Chapter 1. This is followed by a discussion of the evolution of research on the IEDDA reaction in the Bodwell group. A detailed investigation of the methods that were developed to produce DBPs is described in Chapter 2 and Chapter 3. Furthermore, the scope of these methodologies was demonstrated by applying these approaches to the synthesis of natural and non-natural products. In this regard, their use in the synthesis of elaborated chiral pyrenophanes (non-natural products) is presented in Chapter 4, and their application in the synthesis of natural products such as Cannabinol and Defucogilvocarcin V is displayed in Chapter 2 and Chapter 5.

Item Type: Thesis (Doctoral (PhD))
URI: http://research.library.mun.ca/id/eprint/11121
Item ID: 11121
Additional Information: Includes bibliographical references.
Department(s): Science, Faculty of > Chemistry
Date: 2012
Date Type: Submission
Library of Congress Subject Heading: Heterocyclic compounds--Synthesis; Cannabinoids--Synthesis; Cyclophanes--Synthesis; Glycosides--Synthesis; Diels-Alder reaction.

Actions (login required)

View Item View Item

Downloads

Downloads per month over the past year

View more statistics