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Secondary Phosphine Sulfide‐Enabled Iridium‐Catalyzed Asymmetric Allylic Substitution

Zeng‐Hua Wu, Huaiyu Wang, Huai‐Lan Yang, Li‐Hua Wei, Tamio Hayashi, Wei‐Liang Duan

2022Angewandte Chemie International Edition35 citationsDOI

Abstract

An iridium-catalyzed asymmetric synthesis of branched allylic phosphine compounds under mild conditions is reported. Products bearing various functional groups can be synthesized with excellent stereoselectivity (up to 99.9 % ee) and regioselectivity. The employment of phosphine sulfides with relatively low deactivation capacity against metal catalysts is crucial for the success of this reaction.

Topics & Concepts

PhosphineIridiumAllylic rearrangementRegioselectivitySulfideCatalysisStereoselectivityChemistrySubstitution reactionMedicinal chemistryCombinatorial chemistryOrganic chemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisAdvanced Synthetic Organic Chemistry
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