The pyridinium reduction route to alkaloids: A synthesis of (±)-tashiromine

R. W. Bates; J. Boonsombat

doi:10.1039/b100407g

The pyridinium reduction route to alkaloids: A synthesis of (±)-tashiromine

R. W. Bates^*, J. Boonsombat

^*Corresponding author for this work

Chulabhorn Research Institute

Research output: Contribution to journal › Article › peer-review

49 Citations (Scopus)

Abstract

An indolizidine natural product, (±)-tashiromine, has been synthesized as a single diastereoisomer by a simple protocol. The key steps of the synthesis include a heterogeneous Sonogashira reaction and a stereoelectronically controlled reduction of a bicyclic pyridinium ion.

Original language	English
Pages (from-to)	654-656
Number of pages	3
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	8
DOIs	https://doi.org/10.1039/b100407g
Publication status	Published - 2001
Externally published	Yes

ASJC Scopus Subject Areas

General Chemistry

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title = "The pyridinium reduction route to alkaloids: A synthesis of (±)-tashiromine",

abstract = "An indolizidine natural product, (±)-tashiromine, has been synthesized as a single diastereoisomer by a simple protocol. The key steps of the synthesis include a heterogeneous Sonogashira reaction and a stereoelectronically controlled reduction of a bicyclic pyridinium ion.",

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journal = "Journal of the Chemical Society, Perkin Transactions 1",

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AB - An indolizidine natural product, (±)-tashiromine, has been synthesized as a single diastereoisomer by a simple protocol. The key steps of the synthesis include a heterogeneous Sonogashira reaction and a stereoelectronically controlled reduction of a bicyclic pyridinium ion.

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The pyridinium reduction route to alkaloids: A synthesis of (±)-tashiromine

Abstract

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