Several series of amphiphilic dendritic organocatalysts 100--112 containing an optically active, polar proline-derived core, bearing [G1]--[G3] nonpolar hydrocarbon dendrons were synthesized by a convergent approach. These compounds were characterized by NMR spectroscopy, mass spectrometry, elemental analysis and size exclusion chromatographic analysis. Such proline-based organocatalysts have been found to give products in high enantioselectivities in asymmetric aldol reactions and Michael additions in emulsion systems. The incorporation of hydrophobic dendrons in our catalyst has the advantages of promoting emulsion formation in water, enhancing the reactivity and selectivity of the asymmetric reactions, and facilitating catalyst recovery after the reactions. / This thesis describes the syntheses of chiral amphiphilic dendritic organocatalysts and their catalytic applications in asymmetric aldol reactions, Michael additions, and Mannich reactions. / Lo, Chui Man. / Adviser: Hak-Fun Chow. / Source: Dissertation Abstracts International, Volume: 70-06, Section: B, page: 3511. / Thesis (Ph.D.)--Chinese University of Hong Kong, 2008. / Includes bibliographical references (leaves 158-179). / Electronic reproduction. Hong Kong : Chinese University of Hong Kong, [2012] System requirements: Adobe Acrobat Reader. Available via World Wide Web. / Electronic reproduction. [Ann Arbor, MI] : ProQuest Information and Learning, [200-] System requirements: Adobe Acrobat Reader. Available via World Wide Web. / Abstracts in English and Chinese. / School code: 1307.
| Identifer | oai:union.ndltd.org:cuhk.edu.hk/oai:cuhk-dr:cuhk_344272 |
| Date | January 2008 |
| Contributors | Lo, Chui Man., Chinese University of Hong Kong Graduate School. Division of Chemistry. |
| Source Sets | The Chinese University of Hong Kong |
| Language | English, Chinese |
| Detected Language | English |
| Type | Text, theses |
| Format | electronic resource, microform, microfiche, 1 online resource (x, 179 leaves : ill.) |
| Rights | Use of this resource is governed by the terms and conditions of the Creative Commons “Attribution-NonCommercial-NoDerivatives 4.0 International” License (http://creativecommons.org/licenses/by-nc-nd/4.0/) |
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