Issue 99, 2021

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

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%).

Graphical abstract: 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

Supplementary files

Article information

Article type
Communication
Submitted
16 11 2021
Accepted
23 11 2021
First published
23 11 2021

Chem. Commun., 2021,57, 13534-13537

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

M. Ramos-Martín, R. Lecuna, L. Cicco, P. Vitale, V. Capriati, N. Ríos-Lombardía, J. González-Sabín, A. Presa Soto and J. García-Álvarez, Chem. Commun., 2021, 57, 13534 DOI: 10.1039/D1CC06460F

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