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  1. Article ; Online: Total Syntheses of (+)-Ineleganolide and (-)-Sinulochmodin C.

    Tuccinardi, Joseph P / Wood, John L

    Journal of the American Chemical Society

    2022  Volume 144, Issue 44, Page(s) 20539–20547

    Abstract: Described herein are the first total syntheses of the nor-furanocembranoid natural products (+)-ineleganolide ( ...

    Abstract Described herein are the first total syntheses of the nor-furanocembranoid natural products (+)-ineleganolide (
    MeSH term(s) Cyclization ; Diterpenes ; Lactones ; Biological Products ; Stereoisomerism
    Chemical Substances sinulochmodin C ; Diterpenes ; Lactones ; Biological Products
    Language English
    Publishing date 2022-10-25
    Publishing country United States
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S. ; Research Support, Non-U.S. Gov't ; Research Support, N.I.H., Extramural
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.2c09826
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Pyrroloiminoquinone Alkaloids: Total Synthesis of Makaluvamines A and K.

    An, Jason / Jackson, Richard K / Tuccinardi, Joseph P / Wood, John L

    Organic letters

    2023  Volume 25, Issue 11, Page(s) 1868–1871

    Abstract: Herein, an efficient, scalable, and concise approach to an advanced pyrroloiminoquinone synthetic intermediate ( ...

    Abstract Herein, an efficient, scalable, and concise approach to an advanced pyrroloiminoquinone synthetic intermediate (
    Language English
    Publishing date 2023-03-13
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.3c00350
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Total Syntheses of (±)-Dracocephalone A and (±)-Dracocequinones A and B.

    Hwang, Taehwan / Tuccinardi, Joseph P / Beard, Alexandra A / Jackson, Amy C / Jung, Min J / Wood, John L

    Angewandte Chemie (International ed. in English)

    2022  Volume 61, Issue 46, Page(s) e202210821

    Abstract: Described herein are the first total syntheses of (±)-dracocephalone A (1) and (±)-dracocequinones A (4) and B (5). The synthesis was initially envisioned as proceeding through an intramolecular isobenzofuran Diels-Alder reaction, a strategy that ... ...

    Abstract Described herein are the first total syntheses of (±)-dracocephalone A (1) and (±)-dracocequinones A (4) and B (5). The synthesis was initially envisioned as proceeding through an intramolecular isobenzofuran Diels-Alder reaction, a strategy that eventually evolved into a Lewis acid-promoted spirocyclization. This highly diastereoselective transformation set the stage for trans-decalin formation and a late-stage Suárez oxidation that produced a [3.2.1] oxabicycle suited for conversion to 1. Brønsted acid-mediated aromatization, followed by a series of carefully choreographed oxidations, allowed for rearrangement to a [2.2.2] oxabicycle poised for conversion to 4 and 5.
    MeSH term(s) Stereoisomerism ; Cycloaddition Reaction ; Lewis Acids ; Oxidation-Reduction
    Chemical Substances Lewis Acids
    Language English
    Publishing date 2022-10-17
    Publishing country Germany
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S. ; Research Support, Non-U.S. Gov't ; Research Support, N.I.H., Extramural
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202210821
    Database MEDical Literature Analysis and Retrieval System OnLINE

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