Sulfinamidines are promising aza‐SIV chiral building blocks in asymmetric synthesis and drug discovery. However, no report has documented their enantioselective synthesis. Here we present an enantioselective synthesis of sulfinamidines via electrophilic amination of sulfenamides using an enantiopure N‐H oxaziridine. The resulting enantiomerically enriched primary sulfinamidines are configurationally stable at 90 oC in solution and show remarkable stability against organic acids and bases under non‐aqueous conditions. We also demonstrate a one‐pot, three‐component, enantioselective synthesis of sulfinamides using N‐H oxaziridine reagents.

中文翻译：

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通过 N-H 氧氮杂环丙烷到亚磺酰胺的不对称氮转移对映选择性合成亚磺脒


亚磺脒是不对称合成和药物发现中很有前景的 aza-SIV 手性结构单元。然而，没有报告记录它们的对映选择性合成。在这里，我们提出了使用对映体纯 N-H 恶氮丙啶通过亚磺酰胺的亲电胺化来对亚磺脒的对映选择性合成。所得对映体富集的伯亚磺脒在溶液中在 90 oC 下构型稳定，并且在非水条件下对有机酸和碱表现出显着的稳定性。我们还展示了使用 N-H 氧氮丙啶试剂一锅、三组分、对映选择性合成亚磺酰胺。