Asymmetric intermolecular cyclopropanation of alkenes and N–H insertion of aminoesters by diazoacetylferrocene catalyzed by ruthenium and iron porphyrins. (1st September 2021)

• Record Type: Journal Article
• Authors: Carrié, Daniel; Roisnel, Thierry; Simonneaux, Gérard
• Is Part Of: Polyhedron. Volume 205(2021)
• Publication Date: 2021-09-01
• Subjects: Diazoacetacetylferrocene -- Ruthenium porphyrins -- Optically active cyclopropyl ketone -- NH insertion -- Chiral porphyrins; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2021.115294
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: The asymmetric addition of diazoacetylferrocene to styrene derivatives to give optically active cyclopropyl acetylferrocenes (ee up to 96%) was carried out using chiral ruthenium porphyrins as homogeneous catalysts. Intermolecular N–H functionalization of anilines and amino esters by means of carbenoid-induced N–H insertion was also possible using tetraphenylporphyrin iron chloride as catalyst. Abstract: The asymmetric addition of diazoacetylferrocene to styrene derivatives to give optically active cyclopropyl acetylferrocenes (ee up to 96%) was carried out using chiral ruthenium porphyrins as homogeneous catalysts. Intermolecular N–H functionalization of anilines and amino esters by means of carbenoid-induced N–H insertion was also observed using tetraphenylporphyrin iron chloride as catalyst.