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Title: Novel axially chiral amines as organocatalysts
Author: Kinsey, Francesca
ISNI:       0000 0004 7227 1504
Awarding Body: University of East Anglia
Current Institution: University of East Anglia
Date of Award: 2016
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Novel axially chiral amines as organocatalysts Keywords: Axial chirality, asymmetric organocatalysis, Reformatsky reaction, Diels- Alder reaction, amino acid. This body of research describes the recent developments our group has contributed towards the synthesis of novel axially chiral α- and β-functionalized amino acids and their application in asymmetric catalysis. This thesis is divided into three sections. The first chapter contains a review of the discovery and development of organocatalysis and includes key examples of its progression in terms of widening applications and improving selectivities. The second chapter consists of the results and discussion section of this thesis and it is divided into two parts. Part one contains works relating to the synthesis of a series of binaphthyl and biphenyl organocatalysts and describes key selective synthetic steps: a diastereoselective Reformatsky addition and asymmetric lithiation and chloroformate/carboxylation addition steps. Part two focuses on the observed enantio- and diastereoselectivity of these catalysts in the aldol, Michael and Diels- Alder reactions. Key steps: i) 10 mol% 239.HCl, MeOH:H2O, 0 °C ii) LiAlH4 reduction Section three contains the experimental data for the compounds described in chapter two.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available