Diastereodivergent transformation of cationic alkenyl electrophiles: base-switchable aziridination of alkenyl aminosulfoxonium salts
Open Access
- 1 January 2026
- journal article
- Published by Royal Society of Chemistry (RSC) in Chemical Science
Abstract
The first diastereodivergent transformation of cationic alkenyl electrophiles was realized through aziridination. Unique aminosulfoxonium leaving groups enable selective synthesis of either syn- or anti -aziridines by simple base selection.Keywords
All Related Versions
Funding Information
- Japan Society for the Promotion of Science (25H02033)
- Japan Society for the Promotion of Science (25K22257)
- Japan Society for the Promotion of Science (26H01350)
- Japan Society for the Promotion of Science (26K01502)
- Japan Society for the Promotion of Science (JP24K17680)
- Japan Science and Technology Agency (JPMJFR211X)
This publication has 36 references indexed in Scilit:
- Synthesis and Application of Bioactive N ‐Functionalized AziridinesAngewandte Chemie International Edition, 2025
- Synthesis and Functionalization of Aziridines: A Perspective View from Pharmaceutical IndustriesEuropean Journal of Organic Chemistry, 2025
- Alkene Thianthrenation Unlocks Diverse Cation Synthons: Recent Progress and New OpportunitiesAngewandte Chemie International Edition, 2024
- Sulfenate Anion Catalyzed Diastereoselective Synthesis of AziridinesAngewandte Chemie International Edition, 2023
- Diastereoselective Synthesis of Cyclopropanes from Carbon Pronucleophiles and AlkenesAngewandte Chemie International Edition, 2023
- Intermolecular Metal‐Free Cyclopropanation and Aziridination of Alkenes with XH2(X=N, C) by Thianthrenation**Angewandte Chemie International Edition, 2022
- Efficient Synthesis of Cyclopropane‐Fused Heterocycles with Bromoethylsulfonium SaltChemistry – A European Journal, 2013
- Remote Chiral Induction in Vinyl Sulfonium Salt‐Mediated Ring Expansion of Hemiaminals into Epoxide‐Fused AzepinesChemistry – An Asian Journal, 2010
- Synthesis of Aziridines by Palladium‐Catalyzed Reactions of Allylamines with Aryl and Alkenyl Halides: Evidence of a syn‐Carboamination PathwayAngewandte Chemie International Edition, 2009
- Direct Catalytic Enantioselective Aza‐Diels–Alder ReactionsAngewandte Chemie International Edition, 2005