Issue 77, 2014

New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C

Abstract

A new method for preparing naphthyl amines from 1,5 unsaturated dicarbonyl precursors is described; the utility of this new method was proven in the syntheses of several natural products, all containing the benzo[c]phenanthridine core and enabled by a radical promoted cyclisation of the naphthyl amine products formed in the key cyclisation.

Graphical abstract: New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C

Supplementary files

Article information

Article type
Communication
Submitted
07 Jūl. 2014
Accepted
07 Aug. 2014
First published
13 Aug. 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 11314-11316

New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C

M. R. Tatton, I. Simpson and T. J. Donohoe, Chem. Commun., 2014, 50, 11314 DOI: 10.1039/C4CC05209A

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