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Issue 29, 2016
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A short and modular approach towards 3,5-disubstituted indolizidine alkaloids

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Abstract

3,5-Dialkyl indolizidines have been prepared in four linear steps from commercially available starting materials. The sequence involves two direct α-functionalization steps and a subsequent reductive amination and provides diastereoselective access to both C-3 epimers of the 5,9-trans-substituted indolizines. The naturally occurring indolizidines 195B and 223AB have been synthesized using this methodology.

Graphical abstract: A short and modular approach towards 3,5-disubstituted indolizidine alkaloids

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Supplementary files

Article information


Submitted
16 Jun 2016
Accepted
27 Jun 2016
First published
28 Jun 2016

This article is Open Access

Org. Biomol. Chem., 2016,14, 7084-7091
Article type
Paper

A short and modular approach towards 3,5-disubstituted indolizidine alkaloids

M. M. Nebe, S. Zinn and T. Opatz, Org. Biomol. Chem., 2016, 14, 7084
DOI: 10.1039/C6OB01308B

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