Isothiourea-Catalyzed [2 + 2] Cycloaddition of C(1)-Ammonium Enolates and N‑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

Organic Letters（2022）

Cited 4|Views12

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Abstract

Enantioselective [2 + 2] cycloaddition of C(1)-ammonium enolates generated catalytically using the isothiourea HyperBTM with N-alkyl isatins gives spirocyclic β-lactones. In situ ring opening with an amine nucleophile generates isolable highly enantioenriched products in up to 92:8 dr and in >99:1 er.

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Key words

cycloaddition,isothiourea-catalyzed

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