Chiral Bisdiphenylphosphine Dioxides Bearing a Bis(triazolyl) Backbone as Promising Lewis Bases for Asymmetric Organocatalysis - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2018

Chiral Bisdiphenylphosphine Dioxides Bearing a Bis(triazolyl) Backbone as Promising Lewis Bases for Asymmetric Organocatalysis

Résumé

Two chiral C2‐symmetric diphenylphosphine dioxides bearing an original bis(triazolyl) backbone were prepared starting from inexpensive and readily available precursors. The key step involves the simultaneous formation of five bonds in one chemical step with 100 % atom efficiency through a copper‐catalyzed tandem [3+2] cycloaddition/dimerization reaction. Interestingly, these chiral inducers exhibited good to excellent catalytic activities as chiral Lewis base organocatalysts to promote useful stereoselective reactions.

Domaines

Chimie organique
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Dates et versions

hal-01809289 , version 1 (06-06-2018)

Identifiants

Citer

Nicolas Sevrain, Jean-Noël Null Volle, Jean-Luc Pirat, Tahar Ayad, David Null Virieux. Chiral Bisdiphenylphosphine Dioxides Bearing a Bis(triazolyl) Backbone as Promising Lewis Bases for Asymmetric Organocatalysis. European Journal of Organic Chemistry, 2018, 2018 (19), pp.2267 - 2272. ⟨10.1002/ejoc.201800317⟩. ⟨hal-01809289⟩
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