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Stereodivergent Intramolecular C(sp3)–H Functionalization of Azavinyl Carbenes: Synthesis of Saturated Heterocycles and ...

Published in Journal of the American Chemical Society

A general approach for the formation of five-membered saturated heterocycles by intramolecular C(sp3)–H functionalization is reported. Using N-sulfonyltriazoles as Rh(II) azavinyl carbene equivalents, a wide variety of stereodefined cis-2,3-disubstituted tetrahydrofurans were obtained with good to excellent diastereoselectivity from readily availab...

Asymmetric Synthesis of Diamine Derivatives via Sequential Palladium and Rhodium Catalysis

Published in Journal of the American Chemical Society

The use of a bifunctional nitrogen nucleophile and an allyl carbonate starting material in successive enantioselective palladium- and diastereoselective rhodium-catalyzed reactions enables the rapid assembly of unique amino aziridine products. Further elaboration of these materials affords complex, stereodefined polyamine architectures, thus demons...

Dichotomous Hydrogen Atom Transfer vs Proton-Coupled Electron Transfer During Activation of X–H Bonds (X = C, N, O) by N...

Published in Journal of the American Chemical Society

Role of N-Acyl Amino Acid Ligands in Pd(II)-Catalyzed Remote C–H Activation of Tethered Arenes

Published in Journal of the American Chemical Society

Highly Convergent Total Synthesis of (+)-Lithospermic Acid via a Late-Stage Intermolecular C–H Olefination

Published in Journal of the American Chemical Society

Palladium-Catalyzed Meta-Selective C–H Bond Activation with a Nitrile-Containing Template: Computational Study on Mechan...

Published in Journal of the American Chemical Society

Divergent C–H Functionalizations Directed by Sulfonamide Pharmacophores: Late-Stage Diversification as a Tool for Drug D...

Published in Journal of the American Chemical Society

Key Mechanistic Features of Enantioselective C-H Bond Activation Reactions Catalyzed by [N-Protected Amino Acid-Pd(II)] ...

Published in Journal of the American Chemical Society

Pd(II)-Catalyzed meta-C–H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

Published in Journal of the American Chemical Society

meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H functionalization of electron-rich indolines that are...

On the Mechanism and Selectivity of the Combined C-H Activation/Cope Rearrangement

Published in Journal of the American Chemical Society