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  1. Article ; Online: Total Synthesis of Macrocyclic Dysoxylactam A.

    Prabhakar Reddy, D / Yu, Biao

    Chemistry, an Asian journal

    2020  Volume 15, Issue 16, Page(s) 2467–2469

    Abstract: The total synthesis of dysoxylactam A, a novel 17-membered macrolactam with potent multi-drug-resistant reversing activities, has been achieved, starting from 4-pentene-1-al in a longest linear sequence of 17 steps and 9.5% overall yield. The key ... ...

    Abstract The total synthesis of dysoxylactam A, a novel 17-membered macrolactam with potent multi-drug-resistant reversing activities, has been achieved, starting from 4-pentene-1-al in a longest linear sequence of 17 steps and 9.5% overall yield. The key transformations consist of iterative aldol and ring-closing metathesis reactions for the construction of the stereochemically enriched polypropionate scaffold and the macrocycle, respectively.
    MeSH term(s) Aldehydes/chemistry ; Anti-Bacterial Agents/chemical synthesis ; Anti-Bacterial Agents/chemistry ; Cyclization ; Drug Resistance, Multiple, Bacterial ; Esterification ; Lipopeptides/chemical synthesis ; Lipopeptides/chemistry ; Stereoisomerism
    Chemical Substances Aldehydes ; Anti-Bacterial Agents ; Lipopeptides ; dysoxylactam A ; 3-hydroxybutanal (8C6G962B53)
    Language English
    Publishing date 2020-07-15
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2233006-9
    ISSN 1861-471X ; 1861-4728
    ISSN (online) 1861-471X
    ISSN 1861-4728
    DOI 10.1002/asia.202000482
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Total Synthesis of Kanamienamide

    Prabhakar Reddy, D / He Yun / Wang Zhen / Yu Zhimei / Zhang Ning

    Journal of organic chemistry. 2017 Oct. 20, v. 82, no. 20

    2017  

    Abstract: Kanamienamide is a novel enol ether containing enamide with a single digit micromolar inhibitory activity against cancer cell lines. An efficient and convergent total synthesis of kanamienamide has been developed for the first time, which features a Cu- ... ...

    Abstract Kanamienamide is a novel enol ether containing enamide with a single digit micromolar inhibitory activity against cancer cell lines. An efficient and convergent total synthesis of kanamienamide has been developed for the first time, which features a Cu-mediated amide coupling with vinyl iodide at the late stage. Other key transformations include Evans asymmetric alkylation, CBS asymmetric reduction, ring-closing metathesis reaction, and Stork–Zhao–Wittig olefination. This strategy is amenable for facile analogue preparation and SAR studies.
    Keywords alkylation ; chemical structure ; enol ethers ; iodides ; neoplasms ; organic chemistry
    Language English
    Dates of publication 2017-1020
    Size p. 11262-11268.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021%2Facs.joc.7b01984
    Database NAL-Catalogue (AGRICOLA)

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  3. Article ; Online: A Unified Modular Synthetic Strategy for Dictyodendrins F, H, I, and G.

    Banne, Sreenivas / Prabhakar Reddy, D / Li, Wenxi / Wang, Chenhui / Guo, Jian / He, Yun

    Organic letters

    2017  Volume 19, Issue 18, Page(s) 4996–4999

    Abstract: A unified modular synthetic strategy has been developed for the first total synthesis of dictyodendrins G and synthesis of dictyodendrin F, H and I in 11 steps. The synthesis features consecutive functionalization of the core aminoquinone by palladium- ... ...

    Abstract A unified modular synthetic strategy has been developed for the first total synthesis of dictyodendrins G and synthesis of dictyodendrin F, H and I in 11 steps. The synthesis features consecutive functionalization of the core aminoquinone by palladium-mediated Suzuki-Miyaura coupling reaction, 1,4-addition, acylation and base mediated formation of a pyrrolinone, and the formation of carbazolequinone moiety through a formal [3 + 2] cycloaddition using arynes generated in situ. Several dictyodendrin analogues were also synthesized using this strategy.
    Language English
    Publishing date 2017--15
    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.7b02511
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Total Synthesis of Kanamienamide.

    Prabhakar Reddy, D / Zhang, Ning / Yu, Zhimei / Wang, Zhen / He, Yun

    The Journal of organic chemistry

    2017  Volume 82, Issue 20, Page(s) 11262–11268

    Abstract: Kanamienamide is a novel enol ether containing enamide with a single digit micromolar inhibitory activity against cancer cell lines. An efficient and convergent total synthesis of kanamienamide has been developed for the first time, which features a Cu- ... ...

    Abstract Kanamienamide is a novel enol ether containing enamide with a single digit micromolar inhibitory activity against cancer cell lines. An efficient and convergent total synthesis of kanamienamide has been developed for the first time, which features a Cu-mediated amide coupling with vinyl iodide at the late stage. Other key transformations include Evans asymmetric alkylation, CBS asymmetric reduction, ring-closing metathesis reaction, and Stork-Zhao-Wittig olefination. This strategy is amenable for facile analogue preparation and SAR studies.
    MeSH term(s) Amides/chemical synthesis ; Amides/chemistry ; Ethers/chemical synthesis ; Ethers/chemistry ; Molecular Structure
    Chemical Substances Amides ; Ethers ; kanamienamide
    Language English
    Publishing date 2017--20
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.7b01984
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article: A Unified Modular Synthetic Strategy for Dictyodendrins F, H, I, and G

    Banne, Sreenivas / Prabhakar Reddy D / Li Wenxi / Wang Chenhui / Guo Jian / He Yun

    Organic letters. 2017 Sept. 15, v. 19, no. 18

    2017  

    Abstract: A unified modular synthetic strategy has been developed for the first total synthesis of dictyodendrins G and synthesis of dictyodendrin F, H and I in 11 steps. The synthesis features consecutive functionalization of the core aminoquinone by palladium- ... ...

    Abstract A unified modular synthetic strategy has been developed for the first total synthesis of dictyodendrins G and synthesis of dictyodendrin F, H and I in 11 steps. The synthesis features consecutive functionalization of the core aminoquinone by palladium-mediated Suzuki–Miyaura coupling reaction, 1,4-addition, acylation and base mediated formation of a pyrrolinone, and the formation of carbazolequinone moiety through a formal [3 + 2] cycloaddition using arynes generated in situ. Several dictyodendrin analogues were also synthesized using this strategy.
    Keywords Suzuki reaction ; acylation ; cycloaddition reactions ; moieties ; organic compounds
    Language English
    Dates of publication 2017-0915
    Size p. 4996-4999.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021%2Facs.orglett.7b02511
    Database NAL-Catalogue (AGRICOLA)

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