Synthesis of β-amino alcohols by ring opening of epoxides with amines catalyzed by sulfated tin oxide under mild and solvent-free conditions

Abstract

One significant and elegant method for creating β-amino alcohols, which are useful intermediates for the synthesis of many different natural and synthetic pharmaceutical compounds, is to open the rings of epoxides with amines. When sulfated tin oxide catalyst (2 mol%) is present, epoxides can open their rings and react with amines to produce corresponding β-amino alcohols in good to high yields under mild circumstances. Under clean circumstances and in a short amount of time, the reaction demonstrated high regioselectivity and functioned well with both aromatic and aliphatic amines at room temperature.

Energetic Aspects and Molecular Mechanism of 3-Nitro-substituted 2-Isoxazolines Formation via Nitrile N-Oxide [3+2] Cycloaddition: An MEDT Computational Study

“…Thus, the detected structures cannot be considered as charge-transfer complexes [78,79]. Similar intermediates were recently detected in many 32CAs involving different types of TACs [80,81]. The gradual reduction in interatomic distances between the nitrile N-oxide 1 and isobutene 2a substructures along the reaction coordinate leads directly to the transition state (TSA and TSB for paths A and B, respectively).…”