Strain-Release Asymmetric Multicomponent Reaction to Access Diverse N -α-Bisaryl-C3-quaternary Azetidines

Organic Letters 2026

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Authors: Suparna Mondal, Debu Ghorai, Saleha Khatun, Santanu Panda
DOI: 10.1021/acs.orglett.5c05228
Cited by: 7
References: 29

Abstract

Azetidines are valuable motifs in drug discovery, yet access to densely substituted N -α-bisaryl-C3-quaternary azetidines remains limited. We report a strain-release multicomponent Petasis borono–Mannich reaction that enables the modular synthesis of N -α-bisaryl-C3-quaternary azetidines from readily available azabicyclo[1.1.0]butane (ABB)-carbinols, arylboronic acids, and aldehydes. This mild, operationally simple process tolerates diverse bisaryl combinations and overcomes the multistep constraints of existing methods. Importantly, an asymmetric variant was achieved using a BINOL-derived catalyst, providing the first access to chiral N -α-bisaryl-C3-quaternary azetidines in high enantiomeric purity.

Fields of Study & Subjects

Synthesis and Catalytic Reactions Asymmetric Synthesis and Catalysis Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
6
Pages
2012–2017
Publication date
2 February 2026
Language
EN