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A one-pot two-step synthesis of tertiary alcohols combining the biocatalytic laccase/TEMPO oxidation system with organolithium reagents in aerobic aqueous media at room temperature

Authors :
Alejandro Presa Soto
Vito Capriati
Joaquín García-Álvarez
Marina Ramos-Martín
Nicolás Ríos-Lombardía
Ramón Lecuna
Javier González-Sabín
Paola Vitale
Luciana Cicco
Source :
Chemical Communications. 57:13534-13537
Publication Year :
2021
Publisher :
Royal Society of Chemistry (RSC), 2021.

Abstract

The one-pot/two-step combination of enzymes and polar organometallic chemistry in aqueous media is for the first time presented as a proof-of-concept study. The unprecedented combination of the catalytic oxidation of secondary alcohols by the system laccase/TEMPO with the ultrafast addition (3 s reaction time) of polar organometallic reagents (RLi/RMgX) to the in situ formed ketones, run under air at room temperature, allows the straightforward and chemoselective synthesis of tertiary alcohols with broad substrate scope and excellent conversions (up to 96%).

Details

ISSN :
1364548X and 13597345
Volume :
57
Database :
OpenAIRE
Journal :
Chemical Communications
Accession number :
edsair.doi.dedup.....0b0deb299654aee10b7383496904b087
Full Text :
https://doi.org/10.1039/d1cc06460f