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Updated: Jan 7, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Stereofacial Assembly of Engineered Multichiral Aziridines via B/Si Ylide Insertion
Mireia Pujol1, Luis Tarifa1, Anika Tarasewicz2
1Faculty of Chemistry, University Rovira i Virgili, 43007 Tarragona, Spain.
Abstract:
Halo-borylsilylcarbanion reagents can be added, with complete stereofacial control, to chiral N-tert-butanesulfinyl imines, featuring an asymmetric C-C bond, followed by concomitant intramolecular asymmetric C-N bond formation. There is exclusive access to α,α-B,Si-disubstituted aziridine units containing up to four contiguous stereocenters in a single operation. In addition, complete stereochemical discrimination has been observed in N-tert-butanesulfinyl alkyl aldimines. Post-transformation of B,Si-disubstituted aziridine generates multichiral aziridine scaffolds.
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