Please use this identifier to cite or link to this item: https://scholarbank.nus.edu.sg/handle/10635/31662
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dc.titlePentanidium-Catalysed a-Hydroxylation Reactions of Cyclic Ketones
dc.contributor.authorFARHANA BINTE MOINODEEN
dc.date.accessioned2012-03-31T18:02:48Z
dc.date.available2012-03-31T18:02:48Z
dc.date.issued2011-08-04
dc.identifier.citationFARHANA BINTE MOINODEEN (2011-08-04). Pentanidium-Catalysed a-Hydroxylation Reactions of Cyclic Ketones. ScholarBank@NUS Repository.
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/31662
dc.description.abstractPhase transfer catalysis has developed tremendously since it was first introduced by Starks in 1971. Many variants of the catalysts have been developed by research groups to facilitate a myriad of reactions. Recently, the development of chiral phase transfer catalysts has made this branch of catalysis even more promising. Our group has recently developed the pentanidium catalyst, a chiral phase transfer catalyst. It is an attractive catalyst as it can be synthesised easily with large scale of up to 500 mg, it has an easily modifiable structure and it has the ability to catalyse a range of reactions. In this thesis, enantioselective alpha-hydroxylation reactions were successfully carried out using the pentanidium catalyst using only molecular oxygen as the oxidant. Relatively decent enantioselectivities of between 60 to 90 % and moderate yields of 40 % were achieved. A study of the mechanism of the reaction reveals that the reaction proceeds through a 2 step pathway involving the formation of a hydroperoxy intermediate which reactions with another molecule of oxygen to yield the desired product.
dc.language.isoen
dc.subjectAsymmetric Reactions, Organocatalysis, Phase Transfer, Pentanidium, Alpha-Hydroxylation, Cyclic Ketones
dc.typeThesis
dc.contributor.departmentCHEMISTRY
dc.contributor.supervisorTAN CHOON HONG
dc.description.degreeMaster's
dc.description.degreeconferredMASTER OF SCIENCE
dc.identifier.isiutNOT_IN_WOS
Appears in Collections:Master's Theses (Open)

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