Isothiourea-catalyzed [2+2] cycloaddition of C(1)-ammonium enolates and N-alkyl isatins

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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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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.
Original languageEnglish
Number of pages6
JournalOrganic Letters
VolumeArticles ASAP
Early online date18 Jul 2022
DOIs
Publication statusE-pub ahead of print - 18 Jul 2022

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