Issue 3, 2015

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions

Abstract

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids bearing distinctive core structures were achieved through Staudinger reactions using a common intermediate. In the key cyclization step, water functioned like a switch to control which core structure to produce. The chemistry allowed for selective syntheses of the group of alkaloids from a simple intermediate through straightforward chemical operations.

Graphical abstract: Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions

Supplementary files

Article information

Article type
Research Article
Submitted
26 nov 2014
Accepted
20 jan 2015
First published
20 jan 2015
This article is Open Access
Creative Commons BY license

Org. Chem. Front., 2015,2, 236-240

Author version available

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions

Z. Li, Q. Geng, Z. Lv, B. P. Pritchett, K. Baba, Y. Numajiri, B. M. Stoltz and G. Liang, Org. Chem. Front., 2015, 2, 236 DOI: 10.1039/C4QO00312H

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