Publication:
Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (±)-indolizidine 167B, (±)-5-butylindolizidine and (±)-monomorine I

Issued Date

2008-02-18

Resource Type

Article

ISSN

00404020

DOI

10.1016/j.tet.2007.12.013

Other identifier(s)

2-s2.0-38349057328

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Tetrahedron. Vol.64, No.8 (2008), 1663-1670

Suggested Citation

Chutima Kuhakarn, Phachanee Seehasombat, Thaworn Jaipetch, Manat Pohmakotr, Vichai Reutrakul Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (±)-indolizidine 167B, (±)-5-butylindolizidine and (±)-monomorine I. Tetrahedron. Vol.64, No.8 (2008), 1663-1670. doi:10.1016/j.tet.2007.12.013 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/18969

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Title

Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (±)-indolizidine 167B, (±)-5-butylindolizidine and (±)-monomorine I

Author(s)

Chutima Kuhakarn
 Phachanee Seehasombat
 Thaworn Jaipetch
 Manat Pohmakotr
 Vichai Reutrakul

Other Contributor(s)

Mahidol University

Abstract

The syntheses of indolizidine alkaloids, i.e., (±)-coniceine, (±)-indolizidine 167B, (±)-5-butylindolizidine and (±)-monomorine I via Pummerer cyclization are described. The key step is the transformation of lactam sulfoxide to bicyclic lactam via the Pummerer cyclization. © 2007 Elsevier Ltd. All rights reserved.

Keyword(s)

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

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https://repository.li.mahidol.ac.th/handle/20.500.14594/18969

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