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Title: Applications of boron chemistry to organic synthesis
Author: Kang, G. S.
Awarding Body: University College of Swansea
Current Institution: Swansea University
Date of Award: 1995
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Chapter 1 deals with an investigation into the synthesis of α-aminoboronic acids and their attempted incorporation into targeted peptides. This approach, developed by Matteson, is the only methodology for the preparation of α-aminoboronates. Chapter 2 deals with an alternative route, developed by the author, to the synthesis of α-aminoboronates; an approach which is based upon the hydroboration of a nitrogen-substituted carbon-carbon double bond with a range of achiral and chiral dialkylboranes of varying steric requirement. Chapter 3 introduces the subject of boron-stabilised carbanions, with a discussion of structure, stabilisation, methods for their preparation and their application to general organic synthesis. Chapter 4 discusses methods for the production of less bulky boron stabilised carbanions derived from B-alkyl-9-borabicyclo[3.3.1]nonane by utilising a range of hindered bases. In addition, this chapter deals with the development of an alternative route to the generation of boron-stabilised carbanions via the use of gem-dimetallic compounds and their reactions with a range of enolisable and non-enolisable ketones. Chapter 5 reports on the use of alkylditripylhydroborates, a novel class of highly hindered reducing agents and specifically on the use of lithium ethylditripylhydroborate as a reagent for the reduction of a range of organic compounds containing representative functional groups. The catalytic properties of the hydroborate in the reduction of haloalkanes in the presence of metal hydride are also discussed.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available