Palladium/TY-Phos-Catalyzed Asymmetric Intermolecular α-Arylation of Aldehydes with Aryl Bromides
Despite much progress has been made in the asymmetric α-arylation reactions of cyclic ketones, lactones and lactams, the enantioselective α-arylation of acyclic carbonyl compounds lagged much behind due to the in situ generated Z/E-enolate intermediates l
Complementary catalytic strategies to access α-chiral aldehydes
The present article summarizes the development of two novel and complementary catalytic methods to access α-chiral aldehydes. A C1-symmetric chiral (P,N) ligand with a structure derived from the ubiquitous binepine scaffold has been specifically designed for the Pd-catalyzed α arylation of aldehydes to access indane derivatives with a well-defined quaternary stereocenter in high yields and excellent enantioselectivities. In addition, a dinuclear palladium hydride catalyst has been synthesized for the isomerization of terminal and trisubstituted epoxides into aldehydes and ketones respectively. Combined experimental and theoretical investigations pointed to an unprecedented 'epoxide-opening/hydride-transfer' sequence. The mechanism also features two distinct enantio-determining steps in the kinetic resolution of racemic epoxides. Schweizerische Chemische Gesellschaft.
Mazet, Clement
p. 658 - 662
(2013/11/06)
Atropoisomeric (P,N) ligands for the highly enantioselective Pd-catalyzed intramolecular asymmetric α-arylation of α-branched aldehydes
Three-in-one: A short synthetic route readily gives access to a new class of chiral (P,N) ligands characterized by three distinct elements of chirality. These ligands are highly enantioselective in the challenging Pd-catalyzed intramolecular asymmetric α-
Asymmetric palladium-catalyzed intramolecular α-arylation of aldehydes
(Chemical Equation Presented) Phoxy ligand: The first catalytic method for the asymmetric palladium-catalyzed intramolecular α-arylation of α-branched aldehydes was developed (see scheme). This process is distinguished by the high yields and enantioselectivities that can be obtained, making this protocol a useful synthetic tool for further applications.
Garcia-Fortanet, Jorge,Buchwald, Stephen L.
supporting information; experimental part
p. 8108 - 8111
(2009/04/13)
More Articles about upstream products of 1092492-05-1