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Directed metalation of 1-ester-substituted indolizines: base/electrophile-controlled regioselective functionalization. | LitMetric

Directed metalation of 1-ester-substituted indolizines: base/electrophile-controlled regioselective functionalization.

Org Lett

Núcleo de Pesquisas em Produtos Naturais e Sintéticos, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo , Av. do Café S/N, Ribeirão Preto - SP 14040-903, Brazil.

Published: January 2015

AI Article Synopsis

Article Abstract

A variety of C-2 and C-5 difunctionalized indolizines have been prepared through the reaction of 1-ester-substituted indolizines with organometallic bases followed by a reaction with different electrophiles. Metalation takes place under mild conditions allowing the isolation of a number of difunctionalized indolizines in good yields. The regioselectivity of the reaction appears to be governed by the nature of the base and electrophile.

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Source
http://dx.doi.org/10.1021/ol503288eDOI Listing

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