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Title: Intramolecular Diels-Alder reactions of tethered furan-N,N' -diacyldiazenes
Author: Dietrich, Bartosz
ISNI:       0000 0001 3424 2719
Awarding Body: University of East Anglia
Current Institution: University of East Anglia
Date of Award: 2008
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Diels-Alder reactions, inter- and intramolecular, are of paramount importance in synthetic organic chemistry. Few reactions can compete with the Diels-Alder cycloaddition with respect to the degree of structural complexity that can be achieved in a single synthetic step. The high regio- and stereoselectivity typically displayed by this pericyclic process and the ease of execution have contributed toward its popularity. In the present report, we describe work towards and the study of heteronuclear intramolecular Diels-Alder re~ctions involving substrates containing a furan ring (the diene) tethered to a diazene moiety (the dienophile). A model study on the synthesis of chiral racemic intramolecular Diels-Alder substrates is presented, followed by work towards chiral non-racemic substrates. The tricyclic Diels-Alder adducts obtained herein are potential precursors to a wide variety of novel, functionalised spiro-amide systems, which are anticipated to find use as building blocks in the synthesis of natural products, or their synthetic bioactive structural analogues.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available