Work

Chemoenzymatic Dynamic Kinetic Resolution of Atropoisomeric 2-(Quinolin-8-yl)benzylalcohols

Year: 2025

Type: article

Abstract: The chemoenzymatic dynamic kinetic resolution of 2-(quinolin-8-yl)benzylalcohols using a combination of lipases and ruthenium catalysts is described. While CalB lipase performs highly selective enzymatic kinetic resolution, the combination with Shvo's or Bäckvall's catalysts promotes atropisomerization of the substrate via the reversible formation of configurationally labile aldehydes, thereby enabling a dynamic kinetic resolution. This synergistic approach was applied to the synthesis of a variety of heterobiaryl acetates in excellent yields and enantioselectivities.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c02996

Authors: Juan M. Coto-Cid, Valentín Hornillos, Rosario Fernández, José M. Lassaletta, Gonzalo de Gonzalo

Institutions: ORFEO-CINQA Research Network, Universidad de Sevilla, Consejo Superior de Investigaciones Científicas, Instituto de Investigaciones Químicas

Language: English

Topic: Axial and Atropisomeric Chirality Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500