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Title: π-Allyltricarbonyliron lactone complexes in asymmetric synthesis
Author: Cox, Liam Robert
Awarding Body: University of Cambridge
Current Institution: University of Cambridge
Date of Award: 1997
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The thesis is divided into seven chapters. The first reviews methods of preparation of tricarbonyliron complexes of organic molecules, with particular emphasis on their synthesis in enantiomerically enriched form. Chapter two describes the use of these complexes in controlling the stereochemical outcome of reactions carried out on functional groups appended to the organic ligand. The third chapter describes methods of releasing the organic ligand in a stereoselective manner. Chapter four outlines an example of 1,5-induction of chirality in the diastereoselective allylation of ketone groups appended to the allyl ligand of π-allyltricarbonyliron lactone complexes. Attempts at manipulating incorporated side-chain functionality in these complexes are discussed in Chapter five. The Mukaiyama aldol reaction provides a powerful tool for stereoselective C-C bond formation. The use of π-allyltricarbonyliron lactone complexes bearing methyl ketone-derived silyl enol ether functionality in an asymmetric Mukaiyama aldol reaction is discussed in Chapter six. This reaction provides a novel example of 1,7-induction of chirality.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral