Use this URL to cite or link to this record in EThOS: | https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.732899 |
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Title: | Development of enantioselective and catalytic cyclisation reactions using hypervalent iodine compounds | ||||||
Author: | Kamouka, Somaia Taher |
ISNI:
0000 0004 6494 8028
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Awarding Body: | University of Huddersfield | ||||||
Current Institution: | University of Huddersfield | ||||||
Date of Award: | 2017 | ||||||
Availability of Full Text: |
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Abstract: | |||||||
In this thesis, iodoarene and chiral iodoarene reagents have been developed and used catalytically in the enantioselective cyclisation reaction of unsaturated esters, amides and β-amidoketones. The results in this thesis are divided into three parts. In the first part, the development of the catalytic enantioselective cyclisation of 4-methoxy but-3-enyl benzoate to the 3-hydroxytetrahydrofuran ester using enantiomerically pure chiral hypervalent iodine reagents generated in situ is described. A good enantioselectivity of 77% ee was obtained with moderate yield. In the second part, the development of catalytic conditions for the cyclisation of N-alkenylarylamides induced by iodoarenes leading to the formation of different ring sizes is demonstrated. In addition, the catalytic enantioselective cyclisation of N-alkenylarylamides employing chiral iodoarenes giving dihydrooxazines in good yields and moderate enantioselectivities of up to 64% is achieved. In the third part, the catalytic cyclisation of both propargyl amides and β-amidoketones using 2-iodoanisole to afford 2-oxazolines in good yields is described. Moreover, the catalytic enantioselective cyclisation of β-amidoketones using several chiral iodoarenes is detailed but, unfortunately almost no enantioselectivities was observed.
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Supervisor: | Moran, Wesley | Sponsor: | Not available | ||||
Qualification Name: | Thesis (Ph.D.) | Qualification Level: | Doctoral | ||||
EThOS ID: | uk.bl.ethos.732899 | DOI: | Not available | ||||
Keywords: | QD Chemistry | ||||||
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