Publications de Jieping Zhu | EPFL Graph Search

Asymmetric Synthesis of Inherently Chiral Tetraoxacalix[2]arene[2]pyridines via SNAr-Based Cross-Cyclotetramerization

Potassium phosphate-promoted cross-cyclotetramerization of 2,6-dichloro-3-nitropyridine 1 with resorcinol derivatives 2 gave rise to thermodynamically favored 1,3-alternate tetraoxacalix[2]arene[2]pyridines and kinetically controlled 1,2-alternate isomers. ...

2025

Chiral Phosphoric Acid-catalyzed Enantioselective Higher-order Cycloadditions: Temperature-dependent Periselectivity

Jieping Zhu, Matthew Wodrich

Higher-order cycloadditions (HOCs) are powerful tools for constructing complex cyclic structures, but their synthetic utility is often limited by poor periselectivity and challenges in achieving high diastereo- and enantioselectivity. Herein, we report a c ...

AMER CHEMICAL SOC2025

Highly diastereoselective and enantioselective cyclopropanation of alkenes catalyzed by a chiral iridium(III) porphyrin complex

Jieping Zhu

Extensive research has been conducted on chiral porphyrin-metal complex (M = Co, Rh, Ru, Fe)-catalyzed asymmetric cyclopropanation of alkenes. However, the corresponding iridium complex has scarcely been exploited for this purpose. We report herein that th ...

2025

Chemoselectivity in Pd-Based Dyotropic Rearrangement: Development and Application in Total Synthesis of Pheromones

Jieping Zhu

In the dyotropic rearrangement of molecules with semiflexible structures, characterized by a freely rotating static C-C bond, the formation of a mixture of products is common due to the coexistence of several energetically comparable conformers. Herein, we ...

2025

C4-Symmetric Inherently Chiral Macrocycles from Organocatalytic Enantioselective Desymmetrization of Resorcin[4]arenes

Jieping Zhu

Reported herein is the synthesis of C4-symmetric chiral resorcin[4]arene macrocycles by a catalytic enantioselective multicomponent reaction. Using (S)-piperidine-2-carboxamide-derived N,N′-dioxide as a chiral organocatalyst, the desymmetrization of resorc ...

2025

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

Jieping Zhu, Baochao Yang

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 ...

WILEY-V C H VERLAG GMBH2025

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

Jieping Zhu, Baochao Yang, Guoqiang Yang

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 ...

2025

Wacker Oxidation of Trisubstituted Alkenes: Pd(II)‐Catalyzed Oxidative Ring Expansion of Exocyclic α,β‐Unsaturated Carbonyl to 2‐Fluoro‐1,3‐Dicarbonyl Compounds

Jieping Zhu

The Wacker oxidation is a powerful synthetic method widely employed for the transformation of monosubstituted alkenes into methyl ketones. Its substrate scope has progressively expanded to include internal disubstituted and, more recently, gem‐disubstitute ...

Wiley2025

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

Jieping Zhu

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 ...

AMER CHEMICAL SOC2025

Chalcogen bonding catalysis

Jieping Zhu

Catalysts play a major role in chemical synthesis, and catalysis is considered to be a green and economic process. Catalysis is dominated by covalent interactions between the catalyst and substrate. The design of non-covalent catalysts came into limelight ...

Royal Society of Chemistry2024