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  1. Article ; Online: The curious yellow colouring matter of the Iceland poppy.

    Devlin, Rory / Sperry, Jonathan

    Organic & biomolecular chemistry

    2020  Volume 18, Issue 28, Page(s) 5278–5286

    Abstract: The pigment responsible for the yellow colour of the Iceland poppy (Papaver nudicaule) has fascinated chemists for decades. Named nudicaulin by Sir Robert Robinson in 1939, this flavoalkaloid has been the subject of several structural elucidation, ... ...

    Abstract The pigment responsible for the yellow colour of the Iceland poppy (Papaver nudicaule) has fascinated chemists for decades. Named nudicaulin by Sir Robert Robinson in 1939, this flavoalkaloid has been the subject of several structural elucidation, biosynthesis, total synthesis and chemical ecology investigations. This account provides a chronological overview of the fascinating history of this natural product.
    Language English
    Publishing date 2020-07-08
    Publishing country England
    Document type Journal Article ; Review ; Research Support, Non-U.S. Gov't
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/d0ob01162b
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Biomimetic synthesis of nudicaulins I and II, yellow pigments from the Iceland poppy Papaver nudicaule.

    Devlin, Rory / Sperry, Jonathan

    Chemical communications (Cambridge, England)

    2019  Volume 55, Issue 90, Page(s) 13594–13597

    Abstract: Indole and the anthocyanin orientalin proceed through a unique cascade sequence that leads to nudicaulins I and II in 92% yield. This biomimetic synthesis confirms the biosynthesis proposal for these structurally unprecedented flavoalkaloids that play a ... ...

    Abstract Indole and the anthocyanin orientalin proceed through a unique cascade sequence that leads to nudicaulins I and II in 92% yield. This biomimetic synthesis confirms the biosynthesis proposal for these structurally unprecedented flavoalkaloids that play a key role in the colour range displayed by the Iceland poppy.
    MeSH term(s) Biomimetic Materials/chemical synthesis ; Biomimetic Materials/chemistry ; Iceland ; Molecular Structure ; Papaver/chemistry ; Pigments, Biological/chemical synthesis ; Pigments, Biological/chemistry
    Chemical Substances Pigments, Biological
    Language English
    Publishing date 2019-11-08
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c9cc07943b
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article: Biomimetic synthesis of nudicaulins I and II, yellow pigments from the Iceland poppy Papaver nudicaule

    Devlin, Rory / Sperry, Jonathan

    Chemical communications. 2019 Nov. 7, v. 55, no. 90

    2019  

    Abstract: Indole and the anthocyanin orientalin proceed through a unique cascade sequence that leads to nudicaulins I and II in 92% yield. This biomimetic synthesis confirms the biosynthesis proposal for these structurally unprecedented flavoalkaloids that play a ... ...

    Abstract Indole and the anthocyanin orientalin proceed through a unique cascade sequence that leads to nudicaulins I and II in 92% yield. This biomimetic synthesis confirms the biosynthesis proposal for these structurally unprecedented flavoalkaloids that play a key role in the colour range displayed by the Iceland poppy.
    Keywords Papaver nudicaule ; anthocyanins ; biomimetic synthesis ; biosynthesis ; chemical reactions ; color ; indoles
    Language English
    Dates of publication 2019-1107
    Size p. 13594-13597.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c9cc07943b
    Database NAL-Catalogue (AGRICOLA)

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  4. Article ; Online: One-Pot, Tandem Wittig Hydrogenation: Formal C(sp

    Devlin, Rory / Jones, David J / McGlacken, Gerard P

    Organic letters

    2020  Volume 22, Issue 13, Page(s) 5223–5228

    Abstract: A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C( ... ...

    Abstract A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp
    Language English
    Publishing date 2020-06-23
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.0c01874
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article: Jiangrine-like scaffolds from biorenewable platforms

    Devlin, Rory / Kudo, Shinji / Sperry, Jonathan

    Tetrahedron letters. 2020 Nov. 19, v. 61, no. 47

    2020  

    Abstract: Dihydrolevoglucosenone (DLGO) and amino aldehydes undergo an aldol reaction mediated by the heterogenous base KF-alumina; exposure of the aldol adducts to hydrogenation followed by silica gel results in the formation of pyrrole-2-carbaldehydes bearing ... ...

    Abstract Dihydrolevoglucosenone (DLGO) and amino aldehydes undergo an aldol reaction mediated by the heterogenous base KF-alumina; exposure of the aldol adducts to hydrogenation followed by silica gel results in the formation of pyrrole-2-carbaldehydes bearing the jiangrine alkaloid scaffold. KF-alumina is also an effective base in the aldol condensation between DLGO and aliphatic/aromatic aldehydes, with no self-aldol reaction apparent.
    Keywords aldehydes ; alkaloids ; condensation reactions ; hydrogenation ; silica gel
    Language English
    Dates of publication 2020-1119
    Publishing place Elsevier Ltd
    Document type Article
    Note NAL-light
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2020.152538
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
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    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
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  6. Article ; Online: Synthesis and Detection of BODIPY-, Biotin-, and

    Spijkers-Shaw, Sam / Devlin, Rory / Shields, Nicholas J / Feng, Xiang / Peck, Tessa / Lenihan-Geels, Georgia / Davis, Connor / Young, Sarah L / La Flamme, Anne C / Zubkova, Olga V

    Angewandte Chemie (International ed. in English)

    2024  Volume 63, Issue 13, Page(s) e202316791

    Abstract: Heparin and heparan sulfate (HS) are naturally occurring mammalian glycosaminoglycans, and their synthetic and semi-synthetic mimetics have attracted significant interest as potential therapeutics. However, understanding the mechanism of action by which ... ...

    Abstract Heparin and heparan sulfate (HS) are naturally occurring mammalian glycosaminoglycans, and their synthetic and semi-synthetic mimetics have attracted significant interest as potential therapeutics. However, understanding the mechanism of action by which HS, heparin, and HS mimetics have a biological effect is difficult due to their highly charged nature, broad protein interactomes, and variable structures. To address this, a library of novel single-entity dendritic mimetics conjugated to BODIPY, Fluorine-19 (
    MeSH term(s) Animals ; Biotin ; Heparitin Sulfate/chemistry ; Glycosaminoglycans/metabolism ; Heparin/metabolism ; Mammals/metabolism ; Boron Compounds
    Chemical Substances 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene ; Biotin (6SO6U10H04) ; Heparitin Sulfate (9050-30-0) ; Glycosaminoglycans ; Heparin (9005-49-6) ; Boron Compounds
    Language English
    Publishing date 2024-02-20
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202316791
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article: One-Pot, Tandem Wittig Hydrogenation: Formal C(sp³)–C(sp³) Bond Formation with Extensive Scope

    Devlin, Rory / Jones, David J / McGlacken, Gerard P

    Organic letters. 2020 June 23, v. 22, no. 13

    2020  

    Abstract: A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp³)–C(sp³) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity ... ...

    Abstract A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp³)–C(sp³) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity for olefin reduction is observed, and the methodology is demonstrated in the synthesis of lapatinib analogues and a formal synthesis of (±)-cuspareine. Early insights suggest that the chemoselectivity observed in the reduction step is due to partial poisoning of the catalyst, after step one, thus adding to the power of the one-pot procedure.
    Keywords catalysts ; chemoselectivity ; hydrogenation ; olefin
    Language English
    Dates of publication 2020-0623
    Size p. 5223-5228.
    Publishing place American Chemical Society
    Document type Article
    Note NAL-AP-2-clean
    ISSN 1523-7052
    DOI 10.1021/acs.orglett.0c01874
    Database NAL-Catalogue (AGRICOLA)

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