Investigations into metal-oxo reagents in organic syntheses and towards the syntheses of (-)-dysibetaine using aza-[2,3]-Wittig rearrangement-cyclisation
Robertson, Michelle (2009) Investigations into metal-oxo reagents in organic syntheses and towards the syntheses of (-)-dysibetaine using aza-[2,3]-Wittig rearrangement-cyclisation. PhD thesis, University of Nottingham.
Part 1 of this thesis describes the continued development of a new method for the synthesis of olefins from sulfur reagents and carbonyl compounds. The proposed catalytic olefination investigated the reaction of sulfur ylides or sulfines with carbonyl compounds to produce the corresponding alkene, catalysed by a transition metal oxo complex. A variety of literature trioxo rhenium and molybdenum di-oxo and oxo-imido complexes were reacted with dimethylsulfoxonium methylide and generally led to degradation. The reaction of diphenylsulfonium benzylide with the rhenium and molybdenum oxo complexes gave no reaction or led to degradation. Diphenylsulfine was also reacted with the metal-oxo complexes and produced benzophenone and degradation of the metal oxo complex.
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