Asymmetric synthesis of ent-fragransin C<inf>1</inf>

© 2017 The Royal Society of Chemistry. The first asymmetric synthesis of ent-fragransin C1was reported. The key step involves an intramolecular C-O bond formation (furan ring formation) via chemoselective generation of the benzylic carbocation leading to the 2,3-anti-3,4-syn-4,5-anti-tetrahydrofuran...

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Main Authors:	Santikorn Chaimanee, Manat Pohmakotr, Chutima Kuhakarn, Vichai Reutrakul, Darunee Soorukram
Other Authors:	Mahidol University
Format:	Article
Published:	2018
Subjects:	Biochemistry, Genetics and Molecular Biology Chemistry
Online Access:	https://repository.li.mahidol.ac.th/handle/123456789/42053
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Institution:	Mahidol University

id	th-mahidol.42053
record_format	dspace
spelling	th-mahidol.420532019-03-14T15:03:04Z Asymmetric synthesis of ent-fragransin C<inf>1</inf> Santikorn Chaimanee Manat Pohmakotr Chutima Kuhakarn Vichai Reutrakul Darunee Soorukram Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry © 2017 The Royal Society of Chemistry. The first asymmetric synthesis of ent-fragransin C1was reported. The key step involves an intramolecular C-O bond formation (furan ring formation) via chemoselective generation of the benzylic carbocation leading to the 2,3-anti-3,4-syn-4,5-anti-tetrahydrofuran moiety as a single diastereomer in good yield. Our synthesis confirms that ent-fragransin C1possesses 2R,3R,4S,5S configurations. 2018-12-21T06:57:11Z 2019-03-14T08:03:04Z 2018-12-21T06:57:11Z 2019-03-14T08:03:04Z 2017-01-01 Article Organic and Biomolecular Chemistry. Vol.15, No.18 (2017), 3985-3994 10.1039/c7ob00749c 14770520 2-s2.0-85021655664 https://repository.li.mahidol.ac.th/handle/123456789/42053 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85021655664&origin=inward
institution	Mahidol University
building	Mahidol University Library
continent	Asia
country	Thailand Thailand
content_provider	Mahidol University Library
collection	Mahidol University Institutional Repository
topic	Biochemistry, Genetics and Molecular Biology Chemistry
spellingShingle	Biochemistry, Genetics and Molecular Biology Chemistry Santikorn Chaimanee Manat Pohmakotr Chutima Kuhakarn Vichai Reutrakul Darunee Soorukram Asymmetric synthesis of ent-fragransin C<inf>1</inf>
description	© 2017 The Royal Society of Chemistry. The first asymmetric synthesis of ent-fragransin C1was reported. The key step involves an intramolecular C-O bond formation (furan ring formation) via chemoselective generation of the benzylic carbocation leading to the 2,3-anti-3,4-syn-4,5-anti-tetrahydrofuran moiety as a single diastereomer in good yield. Our synthesis confirms that ent-fragransin C1possesses 2R,3R,4S,5S configurations.
author2	Mahidol University
author_facet	Mahidol University Santikorn Chaimanee Manat Pohmakotr Chutima Kuhakarn Vichai Reutrakul Darunee Soorukram
format	Article
author	Santikorn Chaimanee Manat Pohmakotr Chutima Kuhakarn Vichai Reutrakul Darunee Soorukram
author_sort	Santikorn Chaimanee
title	Asymmetric synthesis of ent-fragransin C<inf>1</inf>
title_short	Asymmetric synthesis of ent-fragransin C<inf>1</inf>
title_full	Asymmetric synthesis of ent-fragransin C<inf>1</inf>
title_fullStr	Asymmetric synthesis of ent-fragransin C<inf>1</inf>
title_full_unstemmed	Asymmetric synthesis of ent-fragransin C<inf>1</inf>
title_sort	asymmetric synthesis of ent-fragransin c<inf>1</inf>
publishDate	2018
url	https://repository.li.mahidol.ac.th/handle/123456789/42053
_version_	1763496003728572416

Asymmetric synthesis of ent-fragransin C<inf>1</inf>

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