Publication:
Asymmetric total synthesis of (+)-swainsonine

Issued Date

2011-01-21

Resource Type

Article

ISSN

14770520

DOI

10.1039/c0ob00388c

Other identifier(s)

2-s2.0-78650732491

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Organic and Biomolecular Chemistry. Vol.9, No.2 (2011), 531-537

Suggested Citation

Soontorn Chooprayoon, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr Asymmetric total synthesis of (+)-swainsonine. Organic and Biomolecular Chemistry. Vol.9, No.2 (2011), 531-537. doi:10.1039/c0ob00388c Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/11603

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Title

Asymmetric total synthesis of (+)-swainsonine

Author(s)

Soontorn Chooprayoon
 Chutima Kuhakarn
 Patoomratana Tuchinda
 Vichai Reutrakul
 Manat Pohmakotr

Other Contributor(s)

Mahidol University

Abstract

A concise asymmetric synthesis of (+)-swainsonine (ent-1) is described starting from 2, which was readily prepared from commercially available l-glutamic acid. The method features installation of the indolizidine ring via an intramolecular cyclisation of α-sulfinyl carbanion as a key step. (+)-Swainsonine was obtained in 11.8% overall yield in 10 steps. © 2011 The Royal Society of Chemistry.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/11603

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Scopus 2011-2015