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Isothiourea-Catalyzed [2 + 2] Cycloaddition of C(1)-Ammonium Enolates and <i>N</i>-Alkyl Isatins

Yusra Abdelhamid, Kevin Kasten, Joanne Dunne, Will C. Hartley, Claire M. Young, David B. Cordes, Alexandra M. Z. Slawin, Sean Ng, Andrew D. Smith

2022Organic Letters19 citationsDOIOpen Access PDF

Abstract

ring opening with an amine nucleophile generates isolable highly enantioenriched products in up to 92:8 dr and in >99:1 er.

Topics & Concepts

ChemistryCycloadditionAlkylNucleophileAmmoniumCatalysisEnantioselective synthesisRing (chemistry)Amine gas treatingMedicinal chemistryOrganic chemistryAsymmetric Synthesis and CatalysisFluorine in Organic ChemistryCyclopropane Reaction Mechanisms
Isothiourea-Catalyzed [2 + 2] Cycloaddition of C(1)-Ammonium Enolates and <i>N</i>-Alkyl Isatins | Litcius