Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.

87 p.

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Main Author: Wong, Shwo Mun.
Other Authors: Loh Teck Peng
Format: Theses and Dissertations
Published: 2011
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Online Access:http://hdl.handle.net/10356/47506
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Institution: Nanyang Technological University
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spelling sg-ntu-dr.10356-475062023-02-28T23:46:35Z Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary. Wong, Shwo Mun. Loh Teck Peng School of Physical and Mathematical Sciences DRNTU::Science::Chemistry 87 p. The extensive occurrence of nitrogenated compounds in the nature and the promising outlook of synthesizing enantiomerically pure compounds in asymmetric reactions, the stereoselective additions to C=N bonds are now considered salient and fundamental reactions.The C=N functionalities are possible to determine the final products to be either amines (from imines and iminium salts) or hydroxylamines (from nitrones and oximes), which could later be transformed into useful building blocks like amino alcohols, amino acids and nitrogenated heterocycles such as isoxazolidine. A variety of nitrogen containing functional groups can be prepared by introducing the allyl moiety such as Grignard reagent or stannane reagent. The diastereoselective allylations can be performed in the presence of either a chiral lewis acid or a chiral auxiliary group. The discoveries of chiral Lewis acid systems and its applications are widely demonstrated in many papers; however, a very few examples of diastereoselective allylations are performed via chiral auxiliary group have been reported so far. Therefore, the development of allylation of nitrones using sugar template as a chiral auxiliary is highly desirable. ​Master of Science 2011-12-27T08:31:10Z 2011-12-27T08:31:10Z 2010 2010 Thesis http://hdl.handle.net/10356/47506 Nanyang Technological University application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
topic DRNTU::Science::Chemistry
spellingShingle DRNTU::Science::Chemistry
Wong, Shwo Mun.
Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
description 87 p.
author2 Loh Teck Peng
author_facet Loh Teck Peng
Wong, Shwo Mun.
format Theses and Dissertations
author Wong, Shwo Mun.
author_sort Wong, Shwo Mun.
title Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
title_short Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
title_full Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
title_fullStr Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
title_full_unstemmed Syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
title_sort syntheses of enantioenriched homoallylic hydroxylamines and ß-lactams using sugar template as the chiral auxiliary.
publishDate 2011
url http://hdl.handle.net/10356/47506
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