Palladium and Organocatalysis: An Excellent Recipe for Asymmetric Synthesis

Abstract

Abstract:The dual activation of simple substrates by the combination of organocatalysis and palladium catalysis has been successfully applied in a variety of different asymmetric transformations. Thus, the asymmetric α-allylation of carbonyl compounds, α-fluorination of acyl derivatives, decarboxylative protonation of β-dicarbonyl compounds, cyclization reactions of alkynyl carbonyl compounds and β-functionalization of aldehydes have been efficiently achieved employing this double-catalytic methodology.

Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications

“…article by Trost from 2003) . There are more recent reviews (most of them cover the advances made until 2011–2012), but these reviews are mostly microreviews or book chapters that mainly cover narrow specific areas (e.g., one type of nucleophile, substrate or one type of ligand or only describe mechanistic aspects, ...) or they only cover one of the three reactions that are discussed in this review. − A comprehensive review that discusses the latest advances in mechanistic studies, catalytic results and applications for the three reactions, is important for the development of future research. This Review covers the literature from 2008, and we compile, for each reaction, the catalytic data, as well as examples of their application to the synthesis of more complex molecules.…”

Synthesis and characterization of enantiopure chiral NH2/SO palladium complexes

“…Specifically, in asymmetric catalysis, palladium-catalyzed reactions have gained a prominent place in the synthesis of products of pharmacological and industrial interest. 6…”

“…Specifically, in asymmetric catalysis, palladium-catalyzed reactions have gained a prominent place in the synthesis of products of pharmacological and industrial interest. 6 A large number of examples can be found in the literature concerning the application of Pd complexes in asymmetric catalysis, such as the reaction of arylboronic acids with N-benzylisatin derivatives 7 or cyclic N-sulfonyl imines, 8 the Carroll rearrangement, 9 C-H activation, 10 allylic etherification and amination, 11 or decarboxylative [4 + 2] cycloaddition. 12 For this purpose, a plethora of different chiral ligands have been developed in asymmetric Pd-catalyzed reactions, such as the well-known binaphtyl phosphine, phosphine dioxide and phosphite ligands, 13 or the BINOL-phosphoric acid ligands, 14 chiral mono-N-protected aminoacids, 15 the bis-oxazoline ligands 16 or the tridentate P/C/P or N/C/N ligands.…”