Accessing Enantiopure Endocyclic Sulfoximines Through Catalytic Cycloisomerization of Oxygenated Propargyl‐Sulfinamides - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2019

Accessing Enantiopure Endocyclic Sulfoximines Through Catalytic Cycloisomerization of Oxygenated Propargyl‐Sulfinamides

Résumé

Abstract In this study, a novel strategy to access endocyclic sulfoximines in an enantiopure form is reported. The approach is based on a silver nitrate‐catalyzed cyclo‐isomerization reaction of oxygenated propargylic sulfinamides and provides efficiently 5‐membered endocyclic sulfoximines (isothiazole 1‐oxide). These new heterocyclic scaffolds can be isolated or directly converted into cyclic sulfinamides via Lewis acid‐mediated sulfur dealkylation reactions. magnified image

Domaines

Chimie
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Dates et versions

hal-04413313 , version 1 (23-01-2024)

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Citer

Pascale Cividino, Charlie Verrier, Christian Philouze, Jean-François Poisson, Sébastien Carret. Accessing Enantiopure Endocyclic Sulfoximines Through Catalytic Cycloisomerization of Oxygenated Propargyl‐Sulfinamides. Advanced Synthesis and Catalysis, 2019, 361 (6), pp.1236-1240. ⟨10.1002/adsc.201801408⟩. ⟨hal-04413313⟩
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