1,3-Dipolar cycloaddition reactions of α-chloro and simple nitrones have been studied with novel α-N-methyl/phenyl furan derivatives as new dipolarophiles. The reactions are found to be highly regioselective to afford single 5-spiro isoxazolidines with high yield in a short reaction time.
α‐amino nitrones are found to have a great significance in the synthesis of peptides. Simple reaction methodology, high yield, and atom efficiency in these reactions have made this protocol highly attractive. The synthetic route may be extended to the synthesis of dipeptides in enantiomerically pure form. Potential biological activity of the newly synthesized peptides is the major application in this new methodology.
in Wiley Online Library (wileyonlinelibrary.com).Some new class of amino isoxazolidine derivatives have been synthesized from α-amino nitrones in water with good to excellent yields. The new isoxazolidines are further functionalized into new scaffolds of peptides with good synthetic potentiality. Simple reaction methodology, greener approaches, atom efficiency, noninvolvement of catalysts, faster reaction conditions, excellent yields, and a new approach in peptide synthesis are the attractions in these syntheses. J. Heterocyclic Chem., 55, 1053 (2018. Scheme 1. Synthesis of amino isoxazolidine derivatives using α-amino nitrones.
Microwave-induced 1,3-dipolar cycloaddition reactions of dihydropyran derived nitrone with various activated alkenes have been studied in situ and found to afford new isoxazolidine derivatives with moderate selectivity.
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