Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.

A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good...

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Main Author:	Koh, Chii Boon.
Other Authors:	Philip Wai Hong Chan
Format:	Final Year Project
Language:	English
Published:	2010
Subjects:	DRNTU::Science::Chemistry::Organic chemistry
Online Access:	http://hdl.handle.net/10356/40106
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Institution:	Nanyang Technological University
Language:	English

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spelling	sg-ntu-dr.10356-401062023-02-28T23:12:03Z Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. Koh, Chii Boon. Philip Wai Hong Chan School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good yields and with excellent diastereoselectivity and enantioselectivity. Bachelor of Science in Chemistry and Biological Chemistry 2010-06-10T06:25:50Z 2010-06-10T06:25:50Z 2010 2010 Final Year Project (FYP) http://hdl.handle.net/10356/40106 en 48 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
spellingShingle	DRNTU::Science::Chemistry::Organic chemistry Koh, Chii Boon. Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
description	A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good yields and with excellent diastereoselectivity and enantioselectivity.
author2	Philip Wai Hong Chan
author_facet	Philip Wai Hong Chan Koh, Chii Boon.
format	Final Year Project
author	Koh, Chii Boon.
author_sort	Koh, Chii Boon.
title	Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
title_short	Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
title_full	Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
title_fullStr	Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
title_full_unstemmed	Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
title_sort	synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
publishDate	2010
url	http://hdl.handle.net/10356/40106
_version_	1759853647997435904

Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.

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