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Issue 11, 2017
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An efficient Ugi-3CR/aza Diels–Alder/Pomeranz–Fritsch protocol towards novel aza-analogues of (±)-nuevamine, (±)-lennoxamine and magallanesine: a diversity oriented synthesis approach

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Abstract

A rapid and efficient synthesis of a series of (±)-nuevamine, (±)-lennoxamine and magallanesine aza analogues is described. The synthetic strategy involves Ugi-3CR and two further condensation processes, aza-Diels–Alder cycloaddition and the Pomeranz–Fritsch reaction. The variation of the chain-size in aldehyde moieties provided structural diversity in only two operational reaction steps.

Graphical abstract: An efficient Ugi-3CR/aza Diels–Alder/Pomeranz–Fritsch protocol towards novel aza-analogues of (±)-nuevamine, (±)-lennoxamine and magallanesine: a diversity oriented synthesis approach

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Article information


Submitted
23 Nov 2016
Accepted
20 Dec 2016
First published
20 Dec 2016

Org. Biomol. Chem., 2017,15, 2363-2369
Article type
Paper

An efficient Ugi-3CR/aza Diels–Alder/Pomeranz–Fritsch protocol towards novel aza-analogues of (±)-nuevamine, (±)-lennoxamine and magallanesine: a diversity oriented synthesis approach

Ó. Vázquez-Vera, J. S. Sánchez-Badillo, A. Islas-Jácome, M. A. Rentería-Gómez, S. G. Pharande, C. J. Cortes-García, M. A. Rincón-Guevara, I. A. Ibarra, R. Gámez-Montaño and E. González-Zamora, Org. Biomol. Chem., 2017, 15, 2363
DOI: 10.1039/C6OB02572B

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