Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/328430
Type: Artigo
Title: Studies On Poumiliotoxin A Alkaloids: An Approach To Preparing The Indolizidinic Core By Intramolecular Diastereoselective N-heterocyclic Carbene Catalyzed Benzoin Reaction
Author: Correia
Jose Tiago M.; Acconcia
Lais V.; Coelho
Fernando
Abstract: In this article, we describe the development of a convergent organocatalytic strategy to prepare the indolizidinic core of the pumiliotoxin A alkaloid family. The key step of the proposed strategy is based on a diastereoselective N-heterocyclic carbene catalyzed benzoin reaction, in which the Breslow intermediate generated from an enal moiety (umpolung a(1) to d(1) - acyl anion equivalent) attacks a ketone moiety intramolecularly to provide the indolizidinone core in good yield with good selectivity.
Subject: Alkaloids
Carbenes
Diastereoselectivity
Organocatalysis
Umpolung
Editor: Wiley-V C H Verlag GMBH
Weinhem
Rights: fechado
Identifier DOI: 10.1002/ejoc.201600172
Address: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201600172/abstract
Date Issue: 2016
Appears in Collections:Unicamp - Artigos e Outros Documentos

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