Unique Reactivity of α-Substituted Electron-Deficient Allenes using Sulfinate Salts as Lewis Base Organocatalysts - Normandie Université Accéder directement au contenu
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2017

Unique Reactivity of α-Substituted Electron-Deficient Allenes using Sulfinate Salts as Lewis Base Organocatalysts

Résumé

The efficient sulfinate‐catalyzed intermolecular addition reaction of α‐substituted allenyl sulfones and allenoates with Michael acceptors is highlighted. The sequence proceeds under mild conditions to provide a scalable and efficient access to versatile functionalized alkynes, displaying a quaternary stereocentre at the propargylic position. This work enriches the diversity of Lewis base organocatalysts in the field of allene chemistry, in addition to the well‐established phosphine and amine catalysts.

Domaines

Chimie organique
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Dates et versions

hal-01830252 , version 1 (04-07-2018)

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Thomas Martzel, Jean-François Lohier, Annie-Claude Gaumont, Jean-François Brière, Stéphane Perrio. Unique Reactivity of α-Substituted Electron-Deficient Allenes using Sulfinate Salts as Lewis Base Organocatalysts. Advanced Synthesis and Catalysis, 2017, 359 (1), pp.96-106. ⟨10.1002/adsc.201600929⟩. ⟨hal-01830252⟩
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