Publication:
Further developments in the synthesis of lamellarin alkaloids via direct metal-halogen exchange

Issued Date

2003-02-10

Resource Type

Article

ISSN

00404039

DOI

10.1016/S0040-4039(02)02887-3

Other identifier(s)

2-s2.0-0037429073

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Tetrahedron Letters. Vol.44, No.7 (2003), 1363-1366

Suggested Citation

Poonsakdi Ploypradith, Wiyada Jinaglueng, Chitkavee Pavaro, Somsak Ruchirawat Further developments in the synthesis of lamellarin alkaloids via direct metal-halogen exchange. Tetrahedron Letters. Vol.44, No.7 (2003), 1363-1366. doi:10.1016/S0040-4039(02)02887-3 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/20762

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Title

Further developments in the synthesis of lamellarin alkaloids via direct metal-halogen exchange

Author(s)

Poonsakdi Ploypradith
 Wiyada Jinaglueng
 Chitkavee Pavaro
 Somsak Ruchirawat

Other Contributor(s)

Chulabhorn Research Institute
 Mahidol University

Abstract

Direct metal-halogen exchange of 2-bromopyrrole carbonate derivatives with tert-butyllithium followed by the intramolecular lactonization of the resulting 2-pyrrole anion onto the carbonate provided the corresponding lamellarins in moderate to good yield. The lamellarin framework could be obtained from the direct metal-halogen exchange strategy in a 26-33% overall yield over 5-6 steps. © 2003 Elsevier Science Ltd. All rights reserved.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry
 Pharmacology, Toxicology and Pharmaceutics

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/20762

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Scopus 2001-2005