Palladium-catalyzed intramolecular Cp–H bond functionalization/arylation: an enantioselective approach to planar chiral quinilinoferrocenes

Abstract

A palladium-catalyzed intramolecular asymmetric Cp–H functionalization/cyclization reaction to construct planar chiral quinilinoferrocenes was reported.

Rhodium‐Catalyzed Enantioselective Intramolecular CH Silylation for the Syntheses of Planar‐Chiral Metallocene Siloles

“…[9] Remarkably,s everal groups (Gu and You [10] ,K ang and Gu [11] ,a nd Liu and Zhao [12] )h ave successfully accomplished CÀHfunctionalization without the aid of ad irecting group.T od ate,e nantioselective C À H functionalization of metallocenes leading to the formation of ac arbon-heteroatom bond has been rarely explored.…”

ChemInform Abstract: Synthesis of Planar Chiral Ferrocenes by Transition‐Metal‐Catalyzed Enantioselective C—H Activation

“…Later,M aa nd Gu successfully applied this strategy in the synthesis of planarc hiral quinilinoferrocenes (Scheme 8). [19] In the presence of acatalytic amount of Pd 2 (dba) 3 (dba = dibenzylideneacetone) andC arriera's O-PINAP ligand L2, [20] av ariety of planar chiral quinilinoferrocenes were obtained in good yield with moderate ee values. In this reaction, highere nantioselectivity was obtained with N-(2-iodoaryl)ferrocenecarboxamide as as ubstrate in comparison with N-(2-bromoaryl)ferrocenecarboxamide.…”

Synthesis of Planar Chiral Ferrocenes by Transition‐Metal‐Catalyzed Enantioselective C−H Activation

“…Later, Ma and Gu successfully applied this strategy in the synthesis of planar chiral quinilinoferrocenes (Scheme ) . In the presence of a catalytic amount of Pd 2 (dba) 3 (dba=dibenzylideneacetone) and Carriera's O ‐PINAP ligand L2 , a variety of planar chiral quinilinoferrocenes were obtained in good yield with moderate ee values.…”