Lewis Acid Mediated Reactions of Olefins with Carbonyls

Abstract

This thesis is divided into 5 chapters. The first chapter reviews the literature ofCarbonyl-ene and Prins reactions. Recent advances in these areas and theirapplication to natural product synthesis and other targeted syntheses arediscussed.The second chapter discusses the concept of desymmetrisation using selectedexamples, including desymmetrising Carbonyl-ene reactions.Chapter Three introduces and discusses the work undertaken in studying thedesymmetrising intramolecular carbonyl-ene of a meso-dialdehyde.Chapter Four details the concept of pyruvate-Prins cyclisation giving examplesof its potential use. The chapter also gives examples of the use of rigidstereodefined scaffolds and their application. The chapter describes thereactivity of substituted pyruvate esters with cyclic enol ethers, and theelaboration of the cyclised products.The fifth chapter provides experimental details of the procedures reported.

Date of Award	11 Dec 2002
Original language	English
Awarding Institution	University of Bath
Supervisor	Michael Willis (Supervisor)