Publication:
Concise syntheses of substituted indolizidine alkaloids via cyclization based on α-sulfinyl carbanions: preparation of (±)-indolizidines 167B and 209D, their epimers, and (±)-tashiromine

Issued Date

2008-03-03

Resource Type

Article

ISSN

00404020

DOI

10.1016/j.tet.2008.01.008

Other identifier(s)

2-s2.0-38649125571

Rights

Mahidol University

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SCOPUS

Bibliographic Citation

Tetrahedron. Vol.64, No.10 (2008), 2339-2347

Suggested Citation

Manat Pohmakotr, Saisuree Prateeptongkum, Soontorn Chooprayoon, Patoomratana Tuchinda, Vichai Reutrakul Concise syntheses of substituted indolizidine alkaloids via cyclization based on α-sulfinyl carbanions: preparation of (±)-indolizidines 167B and 209D, their epimers, and (±)-tashiromine. Tetrahedron. Vol.64, No.10 (2008), 2339-2347. doi:10.1016/j.tet.2008.01.008 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/18953

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Title

Concise syntheses of substituted indolizidine alkaloids via cyclization based on α-sulfinyl carbanions: preparation of (±)-indolizidines 167B and 209D, their epimers, and (±)-tashiromine

Author(s)

Manat Pohmakotr
 Saisuree Prateeptongkum
 Soontorn Chooprayoon
 Patoomratana Tuchinda
 Vichai Reutrakul

Other Contributor(s)

Mahidol University

Abstract

(±)-Indolizidines 167B and 209D, their epimers and (±)-tashiromine have been successfully synthesized, starting from simple γ- or α-lactams. The strategy involves the cyclization of α-sulfinyl carbanion onto the carbonyl group of the lactam ring as the key step, leading to the indolizidines containing the phenylsulfinyl group, which are used as precursors for the preparation of the title compounds. © 2008 Elsevier Ltd. All rights reserved.

Keyword(s)

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

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URI

https://repository.li.mahidol.ac.th/handle/123456789/18953

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