Work

Taming 3-Oxetanyllithium Using Continuous Flow Technology

Year: 2024

Type: article

Abstract: The oxetane ring has evolved as a useful bioisostere for dimethyl and carbonyl groups for the improvement of physiochemical properties of drug candidates. Herein, we report the generation and utilization of highly unstable 3-oxetanyllithium as a hitherto unexplored nucleophile leveraging flash technology. A range of different electrophiles are suitable reaction partners in this protocol, and we demonstrate the utility of this protocol in late-stage pharmaceutical analogue synthesis.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c00644

Authors: Philipp Natho, Marco Colella, Michael Andresini, Leonardo Degennaro, Renzo Luisi

Institution: University of Bari Aldo Moro

Language: English

Topic: Innovative Microfluidic and Catalytic Techniques Innovation

Subfield: Fluid Flow and Transfer Processes

Field: Chemical Engineering

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500