Issue 29, 2016

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

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

Supplementary files

Article information

Article type
Paper
Submitted
16 Jun 2016
Accepted
27 Jun 2016
First published
28 Jun 2016
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2016,14, 7084-7091

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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