Construction of 3‐Substituted Phthalides via Lewis Acid‐Catalyzed Intramolecular Ring Opening of Aziridines with Esters
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DOI: 10.1002/ejoc.202400337
Abstract: A new strategy for the synthesis of 3‐substituted phthalides has been developed via a Lewis acid‐catalyzed intramolecular ring opening of aziridines with esters. Broad substrate scope, good yields and mild conditions made the cyclization reaction… read more here.
Keywords: catalyzed intramolecular; lewis acid; substituted phthalides; via lewis ... See more keywords
Iodine(III)‐Mediated Unexpected Ring‐contraction Rearrangement and Halogenated Addition Reaction to Synthesize 3‐Substituted Phthalides and Isochroman‐1‐one Derivatives
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DOI: 10.1002/ejoc.202401173
Abstract: Iodine(III)‐mediated ring‐contraction rearrangement and halogenated addition reaction have been realized. A series of 3‐substituted phthalides and isochroman‐1‐one derivatives bearing multiple functional groups were obtained in good to excellent yields under mild reaction conditions. Computational studies… read more here.
Keywords: reaction; isochroman one; substituted phthalides; iodine iii ... See more keywords
Quinine-derived thiourea promoted enantioselective Michael addition reactions of 3-substituted phthalides to maleimides
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DOI: 10.1007/s11426-018-9393-2
Abstract: A highly diastereoselective and enantioselective Michael addition/desymmetrization reaction of maleimides with prochiral 3- substituted phthalides catalyzed by quinine-derived bifunctional thiourea was realized. A broad range of the 3,3′-disubstituted phthalides bearing vicinal quaternary-tertiary stereogenic centers were… read more here.
Keywords: quinine derived; michael addition; enantioselective michael; substituted phthalides ... See more keywords