Mechanism and stereoselectivity of a [3 + 2] cycloaddition involving a glucosyl nitrone: a MEDT study

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 2025 English Publisher:Royal Society of Chemistry (RSC)Journal:Organic & Biomolecular Chemistry, volume 23, pages 5,016-5,032 (issn: 1477-0520, eissn: 1477-0539,

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Authors: Mohamed Chellegui; Simplice Koudjina; Ines Salhi; Sofiane Benmetir; Raad Nasrullah Salih; Haydar A. Mohammad-Salim; Guy Y. S. Atohoun; +1 Authors

doi: 10.1039/d5ob00529a

pmid: 40304208

Mechanism and stereoselectivity of a [3 + 2] cycloaddition involving a glucosyl nitrone: a MEDT study

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Abstract

The [3 + 2] cycloaddition between C-( d -glucoso)- N -methyl nitrone and 1 H -pyrrole-2,5-dione proceeds via an asynchronous one-step mechanism. The endo product shows strong 1CIN protease binding and promising drug-like properties.

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