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

1

Issued Date

2017-01-01

Resource Type

Article

ISSN

14770520

DOI

10.1039/c7ob00749c

Other identifier(s)

2-s2.0-85021655664

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Organic and Biomolecular Chemistry. Vol.15, No.18 (2017), 3985-3994

Suggested Citation

Santikorn Chaimanee, Manat Pohmakotr, Chutima Kuhakarn, Vichai Reutrakul, Darunee Soorukram Asymmetric synthesis of ent-fragransin C<inf>1</inf>. Organic and Biomolecular Chemistry. Vol.15, No.18 (2017), 3985-3994. doi:10.1039/c7ob00749c Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/42053

Research Projects

Organizational Units

Authors

Journal Issue

Thesis

Title

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

Author(s)

Santikorn Chaimanee
 Manat Pohmakotr
 Chutima Kuhakarn
 Vichai Reutrakul
 Darunee Soorukram

Other Contributor(s)

Mahidol University

Abstract

© 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.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/123456789/42053

Collections

Scopus 2016-2017