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  1. Article ; Online: Redox-Neutral 1,4-Dicarbonfunctionalization of 1,3-Butadiene by Merging Photoredox and Nickel Catalysis.

    Ding, Du / Fan, Lian-Feng / Han, Zhi-Yong / Wang, Pu-Sheng

    Organic letters

    2022  Volume 25, Issue 1, Page(s) 210–214

    Abstract: The diverse functionalization of 1,3-butadiene provides wide applicability toward the synthesis of abundant and useful allylic compounds. Here, we describe a three-component and redox-neutral assembly of readily available C═X compounds, 1,3-butadiene, ... ...

    Abstract The diverse functionalization of 1,3-butadiene provides wide applicability toward the synthesis of abundant and useful allylic compounds. Here, we describe a three-component and redox-neutral assembly of readily available C═X compounds, 1,3-butadiene, and various nucleophiles by merging photoredox and nickel catalysis, enabling the rapid synthesis of structurally diverse homoallyl amines and homoallylic alcohols.
    MeSH term(s) Nickel ; Butadienes ; Oxidation-Reduction ; Catalysis
    Chemical Substances Nickel (7OV03QG267) ; 1,3-butadiene (JSD5FGP5VD) ; Butadienes
    Language English
    Publishing date 2022-12-19
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.2c04060
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Atom Transfer Radical Coupling Enables Highly Enantioselective Carbo-Oxygenation of Alkenes with Hydrocarbons.

    Jin, Youxiang / Fan, Lian-Feng / Ng, Elvis Wang Hei / Yu, Lu / Hirao, Hajime / Gong, Liu-Zhu

    Journal of the American Chemical Society

    2023  Volume 145, Issue 40, Page(s) 22031–22040

    Abstract: The selective functionalization of C( ... ...

    Abstract The selective functionalization of C(sp
    Language English
    Publishing date 2023-09-29
    Publishing country United States
    Document type Journal Article
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.3c07008
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Monodentate Phosphorus Ligand-Enabled General Palladium-Catalyzed Allylic C-H Alkylation of Terminal Alkenes.

    Fan, Lian-Feng / Wang, Pu-Sheng / Gong, Liu-Zhu

    Organic letters

    2019  Volume 21, Issue 17, Page(s) 6720–6725

    Abstract: Monodentate phosphorus ligands have been found to enable the palladium-catalyzed allylic C-H alkylation reaction of terminal alkenes with a wide variety of carbon nucleophiles. Moreover, an asymmetric allylic C-H alkylation of terminal alkenes with ... ...

    Abstract Monodentate phosphorus ligands have been found to enable the palladium-catalyzed allylic C-H alkylation reaction of terminal alkenes with a wide variety of carbon nucleophiles. Moreover, an asymmetric allylic C-H alkylation of terminal alkenes with pyrazol-5-ones has been established in the presence of chiral phosphoramidite ligand and chiral phosphoric acid as co-catalyst. Mechanistic studies suggest that a ternary Pd(0) complex, coordinated with a monodentate phosphorus ligand, benzoquinone, and alkene, is most likely to be an active species.
    Language English
    Publishing date 2019-08-12
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.9b02325
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Palladium-Catalyzed Branch- and Z-Selective Allylic C-H Amination with Aromatic Amines.

    Liu, Rui / Shen, Meng-Lan / Fan, Lian-Feng / Zhou, Xiao-Le / Wang, Pu-Sheng / Gong, Liu-Zhu

    Angewandte Chemie (International ed. in English)

    2022  Volume 62, Issue 4, Page(s) e202211631

    Abstract: Allylamines are important building blocks in the synthesis of bioactive compounds. The direct coupling of allylic C-H bonds and commonly available amines is a major synthetic challenge. An allylic C-H amination of 1,4-dienes has been accomplished by ... ...

    Abstract Allylamines are important building blocks in the synthesis of bioactive compounds. The direct coupling of allylic C-H bonds and commonly available amines is a major synthetic challenge. An allylic C-H amination of 1,4-dienes has been accomplished by palladium catalysis. With aromatic amines, branch-selective allylic aminations are favored to generate thermodynamically unstable Z-allylamines. In addition, more basic aliphatic cyclic amines can also engage in the reaction, but linear dienyl allylic amines are the major products.
    MeSH term(s) Amination ; Palladium/chemistry ; Allyl Compounds/chemistry ; Amines/chemistry ; Allylamine ; Catalysis
    Chemical Substances Palladium (5TWQ1V240M) ; Allyl Compounds ; Amines ; Allylamine (48G762T011)
    Language English
    Publishing date 2022-12-19
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202211631
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  5. Article ; Online: Enantioselective Decarboxylative Propargylation/Hydroamination Enabled by Organo/Metal Cooperative Catalysis.

    Zhang, Yu-Chen / Zhang, Zi-Jing / Fan, Lian-Feng / Song, Jin

    Organic letters

    2018  Volume 20, Issue 9, Page(s) 2792–2795

    Abstract: The first catalytic enantioselective decarboxylative propargylation/hydroamination reaction of ethynyl benzoxazinanones with malononitriles enabled by organo/copper cooperative catalysis was established. Various 3-indolin-malononitrile derivatives, ... ...

    Abstract The first catalytic enantioselective decarboxylative propargylation/hydroamination reaction of ethynyl benzoxazinanones with malononitriles enabled by organo/copper cooperative catalysis was established. Various 3-indolin-malononitrile derivatives, displaying a high tolerance for functional groups, could be obtained in good yields with high levels of enantioselectivity (up to 85% yield, 96:4 er). More importantly, this organo/metal cooperative catalytic system will provide a powerful synthetic strategy for new reaction development.
    Language English
    Publishing date 2018--04
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.8b01101
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article: Monodentate Phosphorus Ligand-Enabled General Palladium-Catalyzed Allylic C–H Alkylation of Terminal Alkenes

    Fan, Lian-Feng / Wang, Pu-Sheng / Gong, Liu-Zhu

    Organic letters. 2019 Aug. 12, v. 21, no. 17

    2019  

    Abstract: Monodentate phosphorus ligands have been found to enable the palladium-catalyzed allylic C–H alkylation reaction of terminal alkenes with a wide variety of carbon nucleophiles. Moreover, an asymmetric allylic C–H alkylation of terminal alkenes with ... ...

    Abstract Monodentate phosphorus ligands have been found to enable the palladium-catalyzed allylic C–H alkylation reaction of terminal alkenes with a wide variety of carbon nucleophiles. Moreover, an asymmetric allylic C–H alkylation of terminal alkenes with pyrazol-5-ones has been established in the presence of chiral phosphoramidite ligand and chiral phosphoric acid as co-catalyst. Mechanistic studies suggest that a ternary Pd(0) complex, coordinated with a monodentate phosphorus ligand, benzoquinone, and alkene, is most likely to be an active species.
    Keywords Lewis bases ; alkenes ; alkylation ; benzoquinones ; carbon ; catalysts ; catalytic activity ; chemical structure ; ligands ; palladium ; phosphoric acid ; phosphorus
    Language English
    Dates of publication 2019-0812
    Size p. 6720-6725.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021/acs.orglett.9b02325
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  7. Article: Asymmetric Allylic C–H Alkylation of Allyl Ethers with 2-Acylimidazoles

    Wang, Tian-Ci / Fan, Lian-Feng / Shen, Yang / Wang, Pu-Sheng / Gong, Liu-Zhu

    Journal of the American Chemical Society. 2019 June 24, v. 141, no. 27

    2019  

    Abstract: An asymmetric allylic C–H alkylation of allyl ethers has been established by chiral phosphoramidite-palladium catalysis, affording a wide variety of functionalized chiral 2-acylimidazoles in moderate to high yields and with high levels of ... ...

    Abstract An asymmetric allylic C–H alkylation of allyl ethers has been established by chiral phosphoramidite-palladium catalysis, affording a wide variety of functionalized chiral 2-acylimidazoles in moderate to high yields and with high levels of enantioselectivity. Moreover, this protocol could be applied to a concise asymmetric synthesis of a tachykinin receptor antagonist.
    Keywords alkylation ; antagonists ; carbon-hydrogen bond activation ; catalytic activity ; enantioselectivity ; ethers ; stereoselective synthesis
    Language English
    Dates of publication 2019-0624
    Size p. 10616-10620.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.9b05247
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  8. Article ; Online: Asymmetric Allylic C-H Alkylation of Allyl Ethers with 2-Acylimidazoles.

    Wang, Tian-Ci / Fan, Lian-Feng / Shen, Yang / Wang, Pu-Sheng / Gong, Liu-Zhu

    Journal of the American Chemical Society

    2019  Volume 141, Issue 27, Page(s) 10616–10620

    Abstract: An asymmetric allylic C-H alkylation of allyl ethers has been established by chiral phosphoramidite-palladium catalysis, affording a wide variety of functionalized chiral 2-acylimidazoles in moderate to high yields and with high levels of ... ...

    Abstract An asymmetric allylic C-H alkylation of allyl ethers has been established by chiral phosphoramidite-palladium catalysis, affording a wide variety of functionalized chiral 2-acylimidazoles in moderate to high yields and with high levels of enantioselectivity. Moreover, this protocol could be applied to a concise asymmetric synthesis of a tachykinin receptor antagonist.
    Language English
    Publishing date 2019-06-28
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.9b05247
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Nucleophile Coordination Enabled Regioselectivity in Palladium-Catalyzed Asymmetric Allylic C-H Alkylation.

    Fan, Lian-Feng / Luo, Shi-Wei / Chen, Shu-Sen / Wang, Tian-Ci / Wang, Pu-Sheng / Gong, Liu-Zhu

    Angewandte Chemie (International ed. in English)

    2019  Volume 58, Issue 47, Page(s) 16806–16810

    Abstract: Branched selectivity in asymmetric allylic C-H alkylation is enabled by using 2-acylimidazoles as nucleophiles in the presence of a chiral phosphoramidite-palladium catalyst. A wide range of terminal alkenes, including 1,4-dienes and allylarenes, are ... ...

    Abstract Branched selectivity in asymmetric allylic C-H alkylation is enabled by using 2-acylimidazoles as nucleophiles in the presence of a chiral phosphoramidite-palladium catalyst. A wide range of terminal alkenes, including 1,4-dienes and allylarenes, are nicely tolerated and provide chiral 2-acylimidazoles in moderate to high yields and with high levels of regio-, and enantio-, and E/Z-selectivities. Mechanistic studies using density-functional theory calculations suggest a nucleophile-coordination-enabled inner-sphere attack mode for the enantioselective carbon-carbon bond-forming event.
    Language English
    Publishing date 2019-10-08
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201908960
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  10. Article ; Online: Palladium-Catalyzed Asymmetric Aminohydroxylation of 1,3-Dienes.

    Shen, Hong-Cheng / Wu, Yu-Feng / Zhang, Ying / Fan, Lian-Feng / Han, Zhi-Yong / Gong, Liu-Zhu

    Angewandte Chemie (International ed. in English)

    2018  Volume 57, Issue 9, Page(s) 2372–2376

    Abstract: ... A ... ...

    Abstract A Pd
    Language English
    Publishing date 2018-02-06
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201712350
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