Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/14507
Title: Asymmetric reactions in ionic liquids and water using organocatalysts
Authors: YANG HAIYAN
Keywords: environmentally friendly, ionic liquid, water, organocatalysis, asymmetric reaction.
Issue Date: 14-Jan-2005
Source: YANG HAIYAN (2005-01-14). Asymmetric reactions in ionic liquids and water using organocatalysts. ScholarBank@NUS Repository.
Abstract: In this thesis, the atom-economic direct asymmetric organocatalytic aldol reaction and amine conjugate addition reaction in environmentally friendly solvents were developed: (1) Ionic liquid, 1-n-butyl-3-methylimidazolium hexafluorophosphate ([bmim] PF6) is a suitable solvent for proline-catalyzed asymmetric aldol reaction. Furthermore, the ionic liquid containing chiral catalyst L-proline can be reused without decrease in yield and selectivity. (2) Two kinds of new organocatalysts, exo-2-azabicyclo[2.2.1]heptane-3-carboxylic acid and dipeptides derived from L-proline, were developed. Exo-2-azabicyclo[2.2.1]heptane-3-carboxylic acid was found to be an efficient catalyst for direct asymmetric aldol reaction. The dipeptide-catalyzed aldol reaction in water gives the desired products with moderate enantioselectivity. (3) Conjugate addition of amines to I?, I?-ethylenic compounds were efficiently carried out in the environmentally friendly ionic liquid media under mild condition to provide an easy access to trifluoromethylated amines.
URI: http://scholarbank.nus.edu.sg/handle/10635/14507
Appears in Collections:Master's Theses (Open)

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ACKNOWLEDGEMENTS.pdf10.21 kBAdobe PDF

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TABLE OF CONTENTS.pdf33.56 kBAdobe PDF

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ABSTRACT.pdf42.38 kBAdobe PDF

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Abbreviations.pdf60.89 kBAdobe PDF

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Chapter 1 Introduction.pdf190.84 kBAdobe PDF

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Chapter 2.pdf143.53 kBAdobe PDF

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Chapter 3.pdf183.36 kBAdobe PDF

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Chapter4.pdf182.53 kBAdobe PDF

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Experimental Section.pdf305.06 kBAdobe PDF

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