2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin

Two novel C-C bond formation methodologies, i.e. 2-AZA-[3,3]-sigmatropic rerrangement and aza-Prins cyclization, were developed for the synthesis of linear homoallylic hydroxylamines and 2,3,6-trisubstituted piperidines respectively. These two nitrogen-containing compounds are useful building block...

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Main Author:	Cheng, Hin Soon
Other Authors:	Loh Teck Peng
Format:	Theses and Dissertations
Language:	English
Published:	2010
Subjects:	DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
Online Access:	https://hdl.handle.net/10356/42458
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Institution:	Nanyang Technological University
Language:	English

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spelling	sg-ntu-dr.10356-424582023-03-01T00:01:51Z 2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin Cheng, Hin Soon Loh Teck Peng School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis Two novel C-C bond formation methodologies, i.e. 2-AZA-[3,3]-sigmatropic rerrangement and aza-Prins cyclization, were developed for the synthesis of linear homoallylic hydroxylamines and 2,3,6-trisubstituted piperidines respectively. These two nitrogen-containing compounds are useful building blocks in many natural products. The applications of these methodologies were then demonstrated in the total syntheses of both (-)-indolizidine 209B and (-)-perhydrohistrionicotoxin. MATHEMATICAL SCIENCES 2010-12-17T04:27:33Z 2010-12-17T04:27:33Z 2010 2010 Thesis Cheng, H. S. (2010). 2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/42458 10.32657/10356/42458 en 121 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::Organic synthesis
spellingShingle	DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis Cheng, Hin Soon 2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin
description	Two novel C-C bond formation methodologies, i.e. 2-AZA-[3,3]-sigmatropic rerrangement and aza-Prins cyclization, were developed for the synthesis of linear homoallylic hydroxylamines and 2,3,6-trisubstituted piperidines respectively. These two nitrogen-containing compounds are useful building blocks in many natural products. The applications of these methodologies were then demonstrated in the total syntheses of both (-)-indolizidine 209B and (-)-perhydrohistrionicotoxin.
author2	Loh Teck Peng
author_facet	Loh Teck Peng Cheng, Hin Soon
format	Theses and Dissertations
author	Cheng, Hin Soon
author_sort	Cheng, Hin Soon
title	2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin
title_short	2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin
title_full	2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin
title_fullStr	2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin
title_full_unstemmed	2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin
title_sort	2-aza-[3,3]-sigmatropic rearrangement and aza-prins cyclization and their applications in total synthesis of (-)-indolizidine-209b and (-)-perhydrohistrionicotoxin
publishDate	2010
url	https://hdl.handle.net/10356/42458
_version_	1759858266625540096

2-AZA-[3,3]-Sigmatropic rearrangement and AZA-PRINS cyclization and their applications in total synthesis of (-)-indolizidine-209B and (-)-perhydrohistrionicotoxin

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