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Dive into the research topics where Gen Zhang is active.

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Featured researches published by Gen Zhang.


Journal of the American Chemical Society | 2012

Enantioselective Metal/Organo-Catalyzed Aerobic Oxidative sp3C–H Olefination of Tertiary Amines Using Molecular Oxygen as the Sole Oxidant

Gen Zhang; Yunxia Ma; Shoulei Wang; Yaohu Zhang; Rui Wang

An organocatalysis/copper-catalyzed asymmetric oxidative sp(3) C-H olefination reaction of tertiary amines with olefins using molecular oxygen as the sole oxidant under mild conditions was realized for the first time. This novel strategy provides an efficient and environmentally friendly way to access diversify optically active C(1)-alkene tetrahydroisoquinoline derivatives.


Journal of Organic Chemistry | 2012

One-Pot Enantioselective Synthesis of Functionalized Pyranocoumarins and 2-Amino-4H-chromenes: Discovery of a Type of Potent Antibacterial Agent

Gen Zhang; Yaohu Zhang; Jiexi Yan; Ru Chen; Shoulei Wang; Yunxia Ma; Rui Wang

Function-oriented design and synthesis of chiral small molecules with novel activity is a key goal in modern organic chemistry. As multiple antibiotic-resistant pathogens are emerging and causing serious diseases, the need for practical routes for the development of new types of antibacterial agents is very urgent. Herein, we present a highly efficient process for the synthesis of optically active pyranocoumarins and 2-amino-4H-chromenes through an organocatalytic Knoevenagel/Michael/cyclization sequence, and the preliminary biological studies of these new heterocyclic compounds revealed potent antibacterial activity. This study provides a novel strategy for further research and development of new types of antibacterial agents effective against human pathogens.


Journal of Organic Chemistry | 2009

Enantio- and diastereoselective asymmetric addition of 1,3-dicarbonyl compounds to nitroalkenes in a doubly stereocontrolled manner catalyzed by bifunctional rosin-derived amine thiourea catalysts

Xianxing Jiang; Yifu Zhang; Xing Liu; Gen Zhang; Luhao Lai; Lipeng Wu; Jiannan Zhang; Rui Wang

Starting from commercially available natural rosin derivatives, a class of bifunctional rosin-derived amine thiourea catalysts were designed and synthesized. The doubly stereocontrolled asymmetric addition of a variety of 1,3-dicarbonyl compounds to nitroalkenes was investigated. These rosin-derived chiral thioureas have been shown to serve as effective catalysts for this double-sterecontrolled organocatalytic process by the investigation of the efficacy of the thiourea catalysts in comparison with other thiourea catalysts reported. In addition, these chiral thiourea ligands are easily available. Furthermore, the rosin-derived tertiary amine-thiourea was also revealed to be highly efficient for construction of contiguous stereogenetic centers containing an asymmetric quaternary carbon by the Michael reaction of alpha-substituted beta-ketoesters to nitroalkenes.


Chemical Science | 2013

Chiral organic contact ion pairs in metal-free catalytic enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to ketones

Gen Zhang; Yunxia Ma; Shoulei Wang; Weidong Kong; Rui Wang

A novel chiral organic contact ion-pair catalytic system has been developed for the transition-metal-free catalytic enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to ketones for sp3 C–H functionalization. This new strategy provides an efficient and environmentally friendly way to access diversify optically active C1-alkylated tetrahydroisoquinoline derivatives from simple starting materials under mild conditions.


Organic Letters | 2010

Direct organocatalytic asymmetric aldol reaction of alpha-isothiocyanato imides to alpha-ketoesters under low ligand loading : a doubly stereocontrolled approach to cyclic thiocarbamates bearing chiral quaternary stereocenters

Xianxing Jiang; Gen Zhang; Dan Fu; Yiming Cao; Fangfang Shen; Rui Wang

The first doubly stereocontrolled organocatalytic asymmetric aldol reaction of alpha-isothiocyanato imides with alpha-ketoesters by using rosin-derived tertiary amine-thiourea under low ligand loading to form cyclic thiocarbamates bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and 97:3 dr) is presented. This reaction provides a convenient doubly stereocontrolled method to access synthetic useful multiply substituted cyclic thiocarbamates with high optical purity.


Organic Letters | 2011

Highly Enantioslective Synthesis of Multisubstituted Polyfunctional Dihydropyrrole via an Organocatalytic Tandem Michael/Cyclization Sequence

Gen Zhang; Yaohu Zhang; Xianxing Jiang; Wenjin Yan; Rui Wang

A unique approach to asymmetric synthesis of various optically pure multisubstituted 2,3-dihydropyrroles catalyzed by a novel rosin-derived tertiary amine-thiourea via a tandem Michael/cyclization sequence with high yield (up to 97%) and good to excellent enantioselectivities (up to 97% ee) is present. This strategy provides an efficient and convenient method to access enantioenrich nitrogen heterocycles.


Chemical Communications | 2010

Highly diastereo- and enantioselective Mannich reaction of lactones with N-Boc-aldimines catalyzed by bifunctional rosin-derived amine thiourea catalysts

Xianxing Jiang; Dan Fu; Gen Zhang; Yiming Cao; Luping Liu; Jingjing Song; Rui Wang

A highly efficient diastereo- and enantioselective Mannich reaction of lactones with a variety of N-Boc-aldimines by using bifunctional rosin-derived amine thiourea catalysts was investigated for the first time, in general, affording the adducts bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and >20:1 dr).


Angewandte Chemie | 2011

Catalytic Asymmetric Activation of a C sp 3H Bond Adjacent to a Nitrogen Atom: A Versatile Approach to Optically Active α‐Alkyl α‐Amino Acids and C1‐Alkylated Tetrahydroisoquinoline Derivatives

Gen Zhang; Yaohu Zhang; Rui Wang


Advanced Synthesis & Catalysis | 2009

Doubly stereocontrolled asymmetric aza-henry reaction with in situ generation of n-boc-imines catalyzed by novel rosin-derived amine thiourea catalysts

Xianxing Jiang; Yifu Zhang; Lipeng Wu; Gen Zhang; Xing Liu; Hailong Zhang; Dan Fu; Rui Wang


Advanced Synthesis & Catalysis | 2013

Mild Metal-Free Intramolecular Oxidative Alkylation of a Csp3H Bond Adjacent to a Nitrogen Atom: A Versatile Approach to Ring-Fused Tetrahydroquinolines

Gen Zhang; Shoulei Wang; Yunxia Ma; Weidong Kong; Rui Wang

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