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Title: Asymmetric syntheses of amino polyols
Author: Kennedy, Matthew
ISNI:       0000 0004 7654 2789
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 2018
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A thesis describing the asymmetric syntheses of three families of amino polyols. The asymmetric synthesis of 3-deoxy-3-aminosphingoid bases was achieved from L-serine using diastereoselective hydroamination and aminohydroxylation methodology followed by a number of olefination procedures. The asymmetric synthesis of four of the diastereoisomers of fagomine was achieved from commercially available starting materials using aminohydroxylation and an acetate aldol condensation as the key steps. A general route to the synthesis of a number of naturally occurring polyhydroxylated pyrrolidines using a selective organometallic addition to a chiral N-sulfinyl imine as a key stereo-defining step.
Supervisor: Davies, Stephen G. Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available