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Jieping Zhu

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Publications associées (194)

Modular Synthesis of Benzocyclobutenes via Pd(II)-Catalyzed Oxidative [2+2] Annulation of Arylboronic Acids with Alkenes

Anne-Clémence Corminboeuf, Qian Wang, Jieping Zhu, Simone Gallarati, Takuji Fujii

Benzocyclobutenes (BCBs) are highly valuable compounds in organic synthesis, medicinal chemistry, and materials science. However, catalytic modular synthesis of functionalized BCBs from easily accessible starting materials remains limited. We report herein ...

2022

Taming the radical cation intermediate enabled one-step access to structurally diverse lignans

Jieping Zhu, Qiang Wang, Cédric Fung, Jia-Chen Xiang

Lignans, in spite of their structural diversity, are all biosynthetically derived from coniferyl alcohol. We report herein a divergent synthesis of lignans from biomass-derived monolignols in a short synthetic sequence. Blue LED irradiation of a dichlorome ...

Nature Research2022

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

Selective 1,2-Aminoisothiocyanation of 1,3-Dienes Under Visible-Light Photoredox Catalysis

Qian Wang, Jieping Zhu, Weisi Guo

Selective three-component 1,2-diamination of 1,3-dienes with concurrent introduction of two orthogonally protected amino groups remains unknown despite its significant synthetic potential. We report herein that reaction of conjugated dienes with N-aminopyr ...

Wiley-VCH Verlag GmbH2021

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

Enantioselective Total Synthesis of (+)-Alstilobanine C, (+)-Undulifoline, and (-)-Alpneumine H

Cyril Piemontesi, Nicolas David Gaeng, Qian Wang, Jieping Zhu, Guang Li

We report herein the enantioselective total synthesis of three monoterpene indole alkaloids, namely, (+)-alstilobanine C, (+)-undulifoline, and (-)-alpneumine H. The key features of our synthesis include: a) introduction of chirality via enantioselective d ...

Wiley-VCH Verlag GmbH2021

Unified divergent strategy towards the total synthesis of the three sub-classes of hasubanan alkaloids

Qian Wang, Jieping Zhu, Guang Li

Elegant asymmetric synthesis of hasubanan alkaloids have been developed over the past decades. However, a divergent approach leading to all three sub-classes of this family of natural products remains unknown. We report herein the realization of such an en ...

Nature Research2021

Visible light photoredox-catalysed remote C-H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT)

Qian Wang, Jieping Zhu, Weisi Guo

The generation of heteroatom-centred radicals (X), followed by intramolecular 1,5-hydrogen atom transfer (1,5-HAT) and the functionalisation of the translocated carbon-centred radicals, is the basic mechanism of the classic Hofmann-Loffler-Freytag (HLF) re ...

Royal Society of Chemistry2021

Enantioselective Total Synthesis of (+)-Nordasycarpidone, (+)-Dasycarpidone, and (+)-Uleine

Qian Wang, Jieping Zhu, Cédric Fung, Bastien Delayre

The structure of uleine type alkaloids is characterized by the presence of a bridged tetracyclic hexahydro-1H-1,5-methanoazocino[4,3-b]indole ring system 1. Various strategies have been developed to access this polycyclic structural motif. We report herein ...

2021

Natural Product Synthesis Enabled by Domino Processes Incorporating a 1,2-Rearrangement Step

Qian Wang, Jieping Zhu, Bastien Delayre

The art of natural product total synthesis is closely associated with two major determinants: the development/application of novel chemical reactions and the innovation in strategic use of classic organic reactions. While purposely seeking/applying a new s ...

2021

Conceptual design of 1000 m scale steel-UHPFRC composite truss arch bridge

Ping Zhu, Jieping Zhu, Xiujiang Shen

Excessive self-weight and difficulty in construction are the main issues confronted by super-long-span arch bridges. To address these issues, a conceptual design of steel-ultra-high performance fibre-reinforced concrete (UHPFRC) composite truss arch bridge ...

ELSEVIER SCI LTD2021

Iron-Catalysed Remote C(sp3)-H Azidation of O-Acyl Oximes and N -Acyloxy Imidates

Qian Wang, Jieping Zhu, Ruben Omar Torres Ochoa, Alexandre Julien Florent Leclair

The azido group occupies an important position in modern organic chemistry, broadly used as amine surrogates and as anchors in bioconjugation. Despite their importance, examples of selective direct azidation of inert C(sp3)–H bonds remain limited and often ...

2021

Copper‐Catalyzed Aza‐Sonogashira Cross‐Coupling to Ynimines: Development and Application to the Synthesis of Heterocycles

Jieping Zhu, Qiang Wang, Rémi Hugo Lavernhe

Nitrogen substituted alkynes such as ynamines and ynamides are versatile synthetic building blocks in organic chemistry. Ynimines bearing additional nucleophilic and electrophilic centers relative to ynamines and ynamides are expected to have high syntheti ...

Wiley-VCH Verlag GmbH2021

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

Photoredox Catalytic Three-Component Amidoazidation of 1,3-Dienes

Qian Wang, Jieping Zhu, Dan Forster, Weisi Guo

In spite of the obvious synthetic potential of functionalized allylic azides, only limited synthetic routes have been developed. We report herein a three-component 1,2-amidoazidation of 1,3-dienes. In the presence of fac-Ir(ppy)(3) under blue LED irradiati ...

AMER CHEMICAL SOC2021

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

Fused N‐Heterocycles with Contiguous Stereogenic Centers Accessed by an Asymmetric Catalytic Cascade Reaction of Tertiary Enamides

Jieping Zhu, Shuo Tong

We report in this article a cascade reaction strategy for the synthesis of complex N-heterocyclic compounds with contiguous and tetrasubstituted stereogenic carbons. Under the sequential catalysis of a chiral binol–Ti complex and BF3, cyclopentanone-derive ...

2020

Radical-Cation Cascade to Aryltetralin Cyclic Ether Lignans Under Visible-Light Photoredox Catalysis

Qian Wang, Jieping Zhu, Jia-Chen Xiang

The development of concise, sustainable, and cost-effective synthesis of aryltetralin lignans, bearing either a fused lactone or cyclic ether, is of significant medicinal importance. Reported is that in the presence of Fukuzumi's acridinium salt under blue ...

Wiley-VCH Verlag GmbH2020

TiCl3-Mediated Synthesis of 2,3,3-Trisubstituted Indolenines: Total Synthesis of (+)-1,2-Dehydroaspidospermidine, (+)-Condyfoline, and (-)-Tubifoline

Cyril Piemontesi, Qian Wang, Jieping Zhu, Bastien Delayre

2,3,3-Trisubstituted indolenine constitutes an integral part of many biologically important monoterpene indole alkaloids. We report herein an unprecedented access to this skeleton by a TiCl3-mediated reductive cyclization of tetrasubstituted alkenes bearin ...

Wiley-VCH Verlag GmbH2020

Palladium-Catalyzed Multicomponent Synthesis of Fully Substituted Alkylidene Furanones

Qian Wang, Jieping Zhu, Ruben Omar Torres Ochoa, Angel Renteria Gomez

In the presence of a catalytic amount of Pd(OAc)(2) and XantPhos, the three-component reaction of ynones, imines, and aryl iodides affords fully substituted alkylidene-furan-3(2H)-ones via a sequence of the Mannich reaction followed by chemo- and regiosele ...

AMER CHEMICAL SOC2020

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