Hydroxy-Directed Enantioselective Hydroxyalkylation in the Carbocyclic Ring of Indoles
NAGIOS: RODERIC FUNCIONANDO

Hydroxy-Directed Enantioselective Hydroxyalkylation in the Carbocyclic Ring of Indoles

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Hydroxy-Directed Enantioselective Hydroxyalkylation in the Carbocyclic Ring of Indoles

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Montesinos Magraner, Marc; Vila Descals, Carlos; Blay Llinares, Gonzalo Perfil; Fernández Picot, Isabel; Muñoz, M. Carmen; Pedro, José Ramón
This document is a artículoDate2017
A Cinchona-derived squaramide catalyzes the reaction between hydroxyindoles and isatins leading to enantioenriched indoles substituted in the carbocyclic ring. The reaction proceeds efficiently with differently substituted isatins, yielding the desired products with excellent regioselectivity, good yields, and high enantiocontrol. Moreover, every position of the carbocyclic ring of the indole can be functionalized by using the appropriate starting hydroxyindole. The OH group was removed smoothly upon hydrogenolysis of the corresponding triflate.

    Montesinos Magraner, Marc Vila Descals, Carlos Blay Llinares, Gonzalo Fernández Picot, Isabel Muñoz, M. Carmen Pedro, José Ramón 2017 Hydroxy-Directed Enantioselective Hydroxyalkylation in the Carbocyclic Ring of Indoles Organic Letters 19 7 1546 1549
https://doi.org/10.1021/acs.orglett.7b00354

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