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Diastereoselective 1,3-nitrooxygenation of bicyclo[1.1.0]butanes

A.C. Maity, Kuruva Balanna, Constantin G. Daniliuc, Armido Studer

2025Chemical Science16 citationsDOIOpen Access PDF

Abstract

-butylnitrite and TEMPO to access 1,1,3-trisubstituted cyclobutanes. Various bicyclo[1.1.0]butanes effectively participated in the radical reaction yielding the substituted cyclobutane scaffolds with excellent yields and diastereoselectivity. The reaction is catalyst-free, easy to perform, and scalable and can be conducted in open air. Products obtained serve as substrates for the synthesis of 1,1,3,3-tetrasubstituted cyclobutanes with good yields and diastereoselectivity.

Topics & Concepts

Bicyclic moleculeStereochemistryMedicinal chemistryChemistryCatalysis and Oxidation ReactionsAsymmetric Hydrogenation and CatalysisMesoporous Materials and Catalysis