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New chiral ferrocene/indole-based diphosphine ligands for Rh-catalyzed asymmetric hydrogenation of functionalized olefins

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Abstract Convenient synthesis of a new family of chiral ferrocene/indole-based diphosphine ligands, (Rc,Rp)-IndoFerroPhos (L), from (Sc,Rp)-PPFA and 2-(diphenylphosphino)indole has been described. These new ligands exhibited high efficiency in the Rh-catalyzed… Click to show full abstract

Abstract Convenient synthesis of a new family of chiral ferrocene/indole-based diphosphine ligands, (Rc,Rp)-IndoFerroPhos (L), from (Sc,Rp)-PPFA and 2-(diphenylphosphino)indole has been described. These new ligands exhibited high efficiency in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins including α-dehydroamino acid esters, α-enamides and dimethyl itaconate, in which up to >99% yield and 98% ee were achieved.

Keywords: diphosphine ligands; based diphosphine; chiral ferrocene; indole; ferrocene indole; indole based

Journal Title: Tetrahedron Letters
Year Published: 2020

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