Publications by Jieping Zhu | EPFL Graph Search

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A conceptually novel macrolactonization technology is described. A strategically positioned 5-aminooxazole served as an internal traceless activator of the neighboring C-terminal carboxylic acid allowing the occurrence of macrolactonization under mild acid ...

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 ...

The design, synthesis and antibiotic activities of the modified carboxylate binding pocket (D-O-E ring) of vancomycin (1) were summarized in this short account. The preliminary Structure-Activity Relationship (SAR) studies indicated that both the structure ...

Pd-catalyzed intramolecular asymmetric carbopalladation of N-aryl acrylamides followed by reduction of C(sp3)-Pd intermediate using diboron–water as a hydride source afforded enantioenriched 3,3-disubstituted oxindoles in high yields and enantioselectiviti ...

There has been a recent upsurge in research aimed at synthesizing inherently chiral molecules devoid of point, axial, planar and helical chiralities. We present herein our design and enantioselective synthesis of a series of inherently chiral macrocycles. ...

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 ...

We report herein two Lewis acid catalyst-steered distinct reaction pathways of N-formylmethyl tertiary enamides. In the presence of a catalytic amount of AlCl3 and 4 angstrom molecular sieves, the stable N-formylmethyl tertiary enamides underwent sequentia ...

Kinetically fast racemization of chiral substrates through an achiral intermediate and enantioselective functionalization of one of the enantiomeric substrates forms the basis of the dynamic kinetic resolution (DKR) of centrally chiral molecules. We report ...

We report herein the first examples of chiral phosphoric acid-catalyzed enantioselective Diels-Alder reactions between 2-trifluoroacetamido-1,3-dienes 1 and alpha,beta-unsaturated carbonyl compounds 2. Polysubstituted 1-acetamido cyclohexenes 3 were formed ...

We report herein a divergent enantioselective total synthesis of (-)-ajmalicine, (+)-mayumbine, and (-)-roxburghine C. The synthesis employs Franzen's organocatalytic reaction between N-acetoacetyl tryptamine and (E)-5-hydroxypent-2-enal to generate a func ...

Under the Pd(II)/Pd(IV) catalytic cycle, the cyclization of pent-4-en-1-amine derivatives typically yields either pyrrolidines or piperidines depending on the N-protecting group. We report herein an unprecedented Pd(II)-catalyzed oxidative domino process t ...

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 ...

Dual photoredox−transition-metal catalysis has emerged as a powerful tool for the development of chemical transformations. However, its application in the selective difunctionalization of 1,3-dienes remains essentially unexploited. By the synergistic actio ...

Be like Mike: The title reaction in the presence of the catalyst 1 afforded Michael adducts in excellent yields and enantioselectivities. The adducts were readily converted into alpha,alpha’-disubstituted alpha-amino acids. The enantioselective total synth ...

We report in this paper the first total synthesis of discobahamin A, a 24-membered macrocyclopeptide containing an alpha-keto amide functional group. We assign the absolute configuration of 2-hydroxy-3-methylpentanoic acid (Hmp), the side chain capping the ...

A copper-catalyzed three-component reaction of alkenes, acetonitrile, and sodium azide afforded gamma-azido alkyl nitriles by formation of one C(sp3)-C(sp3) bond and one C(sp3)-N bond. The transformation allows concomitant introduction of two highly versat ...

In the presence of a catalytic amount of chiral phosphoric acid, nucleophilic addition of N-monosubstituted hydrazones to N-Boc imines affords differentially protected vicinal diamines in the form of b-amino N,N’-dialkyldiazenes in excellent yields with hi ...

Thylakoids are the photosynthetic membranes in chloroplasts and cyanobacteria. The aqueous phase inside the thylakoid known as the thylakoid lumen plays an essential role in the photosynthetic electron transport. The presence and significance of thiol-disu ...

Jieping Zhu

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Built-in 5-Aminooxazole as an Internal Activator of the Terminal Carboxylic Acid: An Alternative Access to Macrocyclodepsipeptides

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

Design and Synthesis of 16-Membered Cyclopeptides Active Against Vancomycin-resistant Enterococci (VRE)

Water as a Hydride Source in Palladium-Catalyzed Enantioselective Reductive Heck Reactions

Inherently chiral nor-heteracalixarenes: design and synthesis via enantioselective intramolecular Suzuki-Miyaura reaction

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

Lewis acid catalyst-steered divergent synthesis of functionalized vicinal amino alcohols and pyrroles from tertiary enamides

Catalytic Enantioselective Synthesis of Inherently Chiral Macrocycles by Dynamic Kinetic Resolution

Organocatalytic Enantioselective Diels-Alder Reaction of 2-Trifluoroacetamido-1,3-dienes with alpha,beta-Unsaturated Ketones

Divergent Enantioselective Total Synthesis of (-)-Ajmalicine, (+)-Mayumbine, and (-)-Roxburghine C

Pd-Catalyzed Strain-Releasing Dyotropic Rearrangement: Ring-Expanding Amidofluorination of Methylenecyclobutanes

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

Dual Photoredox and Copper Catalysis: Enantioselective 1,2-Amidocyanation of 1,3-Dienes

Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A

Total Synthesis of Discobahamin A and Putative Structure of Discobahamin B via an Isocyanide-based Macrocyclization Reaction

Copper-Catalyzed Three-Component Carboazidation of Alkenes with Acetonitrile and Sodium Azide

Un nouveau venu dans la lutte contre le Clostridium difficile: Les antibiotiques accueillent un nouveau membre

Organocatalytic Nucleophilic Addition of Hydrazones to Imines: Synthesis of Enantioenriched Vicinal Diamines

Plastidic type I signal peptidase 1 is a redox-dependent thylakoidal processing peptidase

Synergistic Effect of Palladium and Copper Catalysts: Catalytic Cyclizative Dimerization of ortho-(1-Alkynyl)benzamides Leading to Axially Chiral 1,3-Butadienes