Publications de Hua Wu | EPFL Graph Search

Quaternary Carbon Editing Enabled by Sequential Palladium Migration

Qian Wang, Jieping Zhu, Takuji Fujii, Hua Wu

Peripheral functionalization of a quaternary carbon via C(sp 3)−H bond activation has made significant progress in recent years. However, direct editing of a quaternary carbon through Csp 3 −Csp 3 bond cleavage and refunctionalization of nonstrained acycli ...

American Chemical Society (ACS)2024

Asymmetric Construction of α,α‐Disubstituted Piperazinones Enabled by Benzilic Amide Rearrangement

Jieping Zhu, Hua Wu, Yuping He

An unprecedent asymmetric catalytic benzilic amide rearrangement for the synthesis of α,α-disubstituted piperazinones is reported. The reaction proceeds via a domino [4+1] imidazolidination/formal 1,2-nitro- gen shift/1,2-aryl or alkyl migration sequence, ...

Wiley-VCH Verlag GmbH2023

Migrative Carbofluorination of Saturated Amides Enabled by Pd-Based Dyotropic Rearrangement

Qian Wang, Jieping Zhu, Anne-Clémence Corminboeuf, Hua Wu, Simone Gallarati, Guoqiang Yang

Directly editing an all-carbon quaternary carbon itself of nonstrained acyclic molecules remains underexploited despite the recent advances in the fields of both C–H and C–C bond activation. Herein, we report a palladium-catalyzed migrative carbofluorinati ...

ACS2022

C-C bond activation enabled by dyotropic rearrangement of Pd(iv) species

Qian Wang, Jieping Zhu, Hua Wu, Jian Cao

The weak carbon-metal bond combined with the kinetic inertness of the carbon-carbon bond renders metal-catalysed C-C bond activation to be highly challenging. Most of the reported C-C bond activation methodologies involve strain-releasing cleavage of small ...

NATURE RESEARCH2021

Catalytic Enantioselective Synthesis of Morpholinones Enabled by Aza-Benzilic Ester Rearrangement

Qian Wang, Jieping Zhu, Hua Wu, Yuping He

Chiral morpholinone is an important building block in organic synthesis and a pharmacophore in medicinal chemistry. However, catalytic enantioselective methods for the construction of this N,O-heterocycle remain scarce. We report herein a chiral phosphoric ...

2021

Catalytic Enantioselective Aminopalladation–Heck Cascade

Qian Wang, Jieping Zhu, Hua Wu, Jian Cao, Yuping He

Domino processes initiated by intramolecular nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains s ...

Wiley-VCH Verlag GmbH2021

Palladium-Catalyzed Enantioselective Cacchi Reaction: Asymmetric Synthesis of Axially Chiral 2,3-Disubstituted Indoles

Qian Wang, Jieping Zhu, Hua Wu, Yuping He

We report herein the first examples of a palladiumcatalyzed enantioselective Cacchi reaction for the synthesis of indoles bearing a chiral C2-aryl axis. In the presence of a catalytic amount of Pd(OAc)2 and (R,R)-QuinoxP* ligand, reaction of N-aryl(alkyl)s ...

Wiley-VCH Verlag GmbH2020

Catalytic Enantioselective Benzilic Ester Rearrangement

Qian Wang, Jieping Zhu, Hua Wu

We report the first examples of catalytic enantioselective benzilic ester rearrangement reaction. In the presence of a catalytic amount of Cu(OTf)(2) and a chiral box ligand under mild conditions, reaction of 2,3-diketoesters with alcohols afforded structu ...

Wiley-VCH Verlag GmbH2020

Recent Advances in Catalytic Enantioselective Rearrangement

Qian Wang, Jieping Zhu, Hua Wu

Among the fundamental chemical transformations in organic synthesis, rearrangement has been recognized as powerful and reliable reactions for the construction of carbon-carbon or carbon-heteroatom bonds. Benefiting from the advance of the novel catalytic s ...

2019

Catalytic Enantioselective Pinacol and Meinwald Rearrangements for the Construction of Quaternary Stereocenters

Qian Wang, Jieping Zhu, Hua Wu

The development of enantioselective pinacol rearrangement is extremely challenging due to the likelihood involvement of the carbenium intermediate that renders the stereochemical communication between catalyst and substrate difficult to achieve. Herein, we ...

2019