Premium
Chiral Cp‐Rhodium(III)‐Catalyzed Asymmetric Hydroarylations of 1,1‐Disubstituted Alkenes
Author(s) -
Ye Baihua,
Donets Pavel A.,
Cramer Nicolai
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201309207
Subject(s) - stereocenter , enantioselective synthesis , cyclopentadienyl complex , rhodium , chemistry , intramolecular force , catalysis , combinatorial chemistry , stereochemistry , aryl , ligand (biochemistry) , organic chemistry , receptor , biochemistry , alkyl
Metal‐catalyzed functionalizations at the ortho position of a directing group have become an efficient bond‐forming strategy. A wide range of transformations that employ Cp*Rh III catalysts have been described, but despite their synthetic potential, enantioselective variants that use chiral versions of the Cp* ligand remain scarce (Cp*=pentamethyl cyclopentadienyl). Cyclopentadienyl compounds with an atropchiral biaryl backbone are shown to be suitable ligands for the efficient intramolecular enantioselective hydroarylation of aryl hydroxamates. Dihydrofurans that bear methyl‐substituted quaternary stereocenters are thus obtained by CH functionalization under mild conditions.