A Chemoselective α-Oxytriflation Enables the Direct Asymmetric Arylation of Amides
Sign Up to like & getrecommendations! Published in 2019 at "Chem"
DOI: 10.1016/j.chempr.2019.05.006
Abstract: Summary Until recently, the direct oxidative oxysulfonylation of carbonyl compounds was limited to ketones. Here, we report the first direct oxytriflation of simple, non-activated amides. Amide umpolung with triflic anhydride and pyridine-N-oxide in the absence… read more here.
Keywords: asymmetric arylation; enables direct; arylation; oxytriflation enables ... See more keywords
A Mechanistic Insight into the Ligand-Controlled Asymmetric Arylation of Aliphatic α-Amino Anion Equivalents: Origin of Regio- and Enantioselectivities.
Sign Up to like & getrecommendations! Published in 2017 at "Inorganic chemistry"
DOI: 10.1021/acs.inorgchem.7b00739
Abstract: The reaction mechanism and the origins of regio- and enantioselectivities for Pd-catalyzed asymmetric arylation of aliphatic α-amino anion equivalents were investigated computationally. The results indicate that the reaction proceeds via mainly six sequential steps: deprotonation… read more here.
Keywords: amino; arylation aliphatic; asymmetric arylation; regio enantioselectivities ... See more keywords
Chiral Phosphoric Acid-Catalyzed Asymmetric Arylation of Indolizines: Atroposelective Access to Axially Chiral 3-Arylindolizines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00461
Abstract: We report herein a highly straightforward strategy for the synthesis of a new axially chiral 3-arylindolizine scaffold via organocatalytic asymmetric arylation reactions of indolizines and p-quinone esters. Using the chiral phosphoric acid catalyst, a series… read more here.
Keywords: asymmetric arylation; chiral phosphoric; chiral arylindolizines; phosphoric acid ... See more keywords
Cu(I)-Catalyzed Asymmetric Arylation of Pyrroles with Diaryliodonium Salts toward the Synthesis of N-N Atropisomers.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00812
Abstract: We report herein that copper(I) catalysis using a bis(phosphine) dioxide ligand can catalyze the desymmetric C-H arylation of prochiral bipyrroles. More than 50 nitrogen-nitrogen atropisomers were achieved in good to excellent yields with excellent enantioselectivities… read more here.
Keywords: arylation; asymmetric arylation; pyrroles diaryliodonium; catalyzed asymmetric ... See more keywords
Explicit Mechanism of Rh(I)-Catalyzed Asymmetric C-H Arylation and Facile Synthesis of Planar Chiral Ferrocenophanes.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c13542
Abstract: Mechanism-guided reaction development is a well-appreciated research paradigm in chemistry since the merging of mechanistic knowledge would accelerate the discovery of new synthetic methods. Low-valent transition metals such as Pd(0)- and Rh(I)-catalyzed C-H arylation with… read more here.
Keywords: arylation; mechanism catalyzed; asymmetric arylation; facile synthesis ... See more keywords
Nickel-Catalyzed Asymmetric Arylation of H-Phosphinates
Sign Up to like & getrecommendations! Published in 2023 at "Synlett"
DOI: 10.1055/s-0042-1751456
Abstract: An asymmetric arylation of H-phosphinates with aromatic iodo or bromo compounds, catalyzed by cheap and easily available nickel(II) salts, provides access to P-stereogenic phosphinates. This method features mild reaction conditions and a good functional-group compatibility… read more here.
Keywords: catalyzed asymmetric; nickel catalyzed; asymmetric arylation; arylation phosphinates ... See more keywords