Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids

Firstly, a highly stereoselective tandem hydroamination/glycosylation on glycal scaffold has been developed to form 3-amino-2,3-dideoxysugars in a one-pot manner. Based on the developed methodology, broad applications were introduced in glycochemistry. Secondly, a combination of convergent and diver...

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Main Author: Ding, Feiqing
Other Authors: Liu Chuan Fa
Format: Theses and Dissertations
Language:English
Published: 2013
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Online Access:https://hdl.handle.net/10356/54866
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-548662023-02-28T23:31:56Z Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids Ding, Feiqing Liu Chuan Fa Liu Xuewei School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry::Carbohydrates DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis Firstly, a highly stereoselective tandem hydroamination/glycosylation on glycal scaffold has been developed to form 3-amino-2,3-dideoxysugars in a one-pot manner. Based on the developed methodology, broad applications were introduced in glycochemistry. Secondly, a combination of convergent and divergent total synthesis (DTS) approach presented herein sets stage for an iterative introduction of R1 chain among structurally diverse pyridone alkaloids (see scheme). Interestingly, among the six tumor cell lines conducted for cell proliferation, Jurkat T-cells was discovered with potent and apoptotic inhibitory activites. Thirdly, a diverted total synthesis (DTS) approach to the total syntheses of pyridone alkaloids N-deoxymilitarninone A and Torrubiellone Bhas been developed. The common intermediate was first assembled by dual Directed ortho Metalation (DoM) process using MOM as Directed Metalation Groups (DMGs). DOCTOR OF PHILOSOPHY (SPMS) 2013-09-30T08:15:09Z 2013-09-30T08:15:09Z 2013 2013 Thesis Ding, F. (2013). Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/54866 10.32657/10356/54866 en 285 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry::Carbohydrates
DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
spellingShingle DRNTU::Science::Chemistry::Organic chemistry::Carbohydrates
DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
Ding, Feiqing
Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
description Firstly, a highly stereoselective tandem hydroamination/glycosylation on glycal scaffold has been developed to form 3-amino-2,3-dideoxysugars in a one-pot manner. Based on the developed methodology, broad applications were introduced in glycochemistry. Secondly, a combination of convergent and divergent total synthesis (DTS) approach presented herein sets stage for an iterative introduction of R1 chain among structurally diverse pyridone alkaloids (see scheme). Interestingly, among the six tumor cell lines conducted for cell proliferation, Jurkat T-cells was discovered with potent and apoptotic inhibitory activites. Thirdly, a diverted total synthesis (DTS) approach to the total syntheses of pyridone alkaloids N-deoxymilitarninone A and Torrubiellone Bhas been developed. The common intermediate was first assembled by dual Directed ortho Metalation (DoM) process using MOM as Directed Metalation Groups (DMGs).
author2 Liu Chuan Fa
author_facet Liu Chuan Fa
Ding, Feiqing
format Theses and Dissertations
author Ding, Feiqing
author_sort Ding, Feiqing
title Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
title_short Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
title_full Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
title_fullStr Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
title_full_unstemmed Synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
title_sort synthesis of 3-amino-2,3-dideoxysugars with their applications and total synthesis of pyridone alkaloids
publishDate 2013
url https://hdl.handle.net/10356/54866
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