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A Chiral Naphthyridine Diimine Ligand Enables Nickel‐Catalyzed Asymmetric Alkylidenecyclopropanations
Author(s) -
Braconi Elena,
Cramer Nicolai
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202006082
Subject(s) - diimine , nickel , combinatorial chemistry , enantioselective synthesis , catalysis , ligand (biochemistry) , chemistry , aryl , transformation (genetics) , organic chemistry , receptor , biochemistry , alkyl , gene
A novel class of chiral naphthyridine diimine ligands (NDI*) readily accessible from C 2 ‐symmetric 2,6‐di‐(1‐arylethyl)anilines is described. The utility of these ligands, particularly one with fluorinated aryl side arms, is demonstrated by a reductive Ni‐catalyzed enantioselective alkylidene transfer reaction from 1,1‐dichloroalkenes to olefins. This transformation provides direct access to a broad range of synthetically valuable alkylidenecyclopropanes in high yields and enantioselectivities.