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  1. Article: An experimental investigation into the kinetics and mechanism of the aza-Michael additions of dimethyl itaconate

    Day, Daniel M. / Farmer, Thomas J. / Sherwood, James / Clark, James H.

    Tetrahedron. 2022 July 08,

    2022  

    Abstract: The aza-Michael addition is a versatile reaction for the modification of α,β-unsaturated ... carbonyl compounds with amines. The reactivity of dimethyl itaconate as a bio-based Michael acceptor is explored ... This investigation of the aza-Michael additions of dimethyl itaconate has clarified the possible reaction mechanisms ...

    Abstract The aza-Michael addition is a versatile reaction for the modification of α,β-unsaturated carbonyl compounds with amines. The reactivity of dimethyl itaconate as a bio-based Michael acceptor is explored in this work. Through its reactions with piperidine and dibutylamine, it was found that the order of reaction can be changed by the choice of catalyst, solvent, or the concentration of the amine reactant. The effectiveness of catalysts was proportional to their Lewis acidity. Competitive isomerisation of dimethyl itaconate into unreactive regioisomers can be suppressed using low-polarity solvents and lower temperatures. This investigation of the aza-Michael additions of dimethyl itaconate has clarified the possible reaction mechanisms and optimised the protocol, supporting further use of this reaction in small molecule synthesis and modification of polymers.
    Keywords acidity ; catalysts ; isomerization ; positional isomers ; solvents
    Language English
    Dates of publication 2022-0708
    Publishing place Elsevier Ltd
    Document type Article
    Note Pre-press version
    ZDB-ID 204285-x
    ISSN 1464-5416 ; 0040-4020 ; 0563-2064
    ISSN (online) 1464-5416
    ISSN 0040-4020 ; 0563-2064
    DOI 10.1016/j.tet.2022.132921
    Database NAL-Catalogue (AGRICOLA)

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  2. Article: A One-Pot Intramolecular Tandem Michael–Aldol Annulation Reaction for the Synthesis of Chiral Pentacyclic Terpenes

    Lu, Jianyu / Koldas, Serkan / Fan, Huafang / Desper, John / Day, Victor W. / Hua, Duy H.

    Synthesis

    2019  Volume 51, Issue 21, Page(s) 3964–3972

    Abstract: ... in a ratio of 4:3 via an intramolecular Michael addition followed by aldol condensation under basic ... conditions. Three new stereogenic centers are introduced in the initial Michael annulation reaction ... A mechanism is proposed for explaining the stereochemistry in the Michael annulation reaction. ...

    Abstract A chiral tricyclic terpene possessing a 6,6,6-tricyclic framework and a 3,3-dimethyl-7-oxooctylidenyl side chain undergoes a double ring-closing reaction to give two chiral pentacyclic terpenes in a ratio of 4:3 via an intramolecular Michael addition followed by aldol condensation under basic conditions. Three new stereogenic centers are introduced in the initial Michael annulation reaction. Stereoselective installation of an ethoxycarbonyl group at C17 of the two pentacyclic terpenes separately gives the corresponding highly functionalized pentacyclic terpenoids with seven stereogenic centers. The structures and stereochemistry of key intermediates and products are established through X-ray crystallographic analysis. A mechanism is proposed for explaining the stereochemistry in the Michael annulation reaction.
    Keywords 1,4-addition ; chiral synthesis ; double ring-closing ; pentacyclic triterpenes ; tandem Michael–aldol annulation
    Language English
    Publishing date 2019-08-07
    Publisher © Georg Thieme Verlag
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/s-0039-1690521
    Database Thieme publisher's database

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  3. Article ; Online: What's Important (Patient Perspective): Cultivating Agency for Patients and Parents.

    Day, Michael S

    The Journal of bone and joint surgery. American volume

    2024  

    Language English
    Publishing date 2024-01-22
    Publishing country United States
    Document type Journal Article
    ZDB-ID 220625-0
    ISSN 1535-1386 ; 0021-9355
    ISSN (online) 1535-1386
    ISSN 0021-9355
    DOI 10.2106/JBJS.23.01220
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Israel: Doctors strike to protest against judicial overhaul.

    Day, Michael

    BMJ (Clinical research ed.)

    2023  Volume 382, Page(s) 1729

    MeSH term(s) Humans ; Israel ; Strikes, Employee ; Physicians
    Language English
    Publishing date 2023-07-26
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.p1729
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Desflurane: Action across Europe is needed to reduce the use of carbon emitting anaesthetic, says expert.

    Day, Michael

    BMJ (Clinical research ed.)

    2023  Volume 383, Page(s) 2393

    MeSH term(s) Humans ; Desflurane ; Carbon ; Anesthetics, Inhalation/therapeutic use ; Europe
    Chemical Substances Desflurane (CRS35BZ94Q) ; Carbon (7440-44-0) ; Anesthetics, Inhalation
    Language English
    Publishing date 2023-10-16
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.p2393
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Italy's hospitals see surge in heat related cases as temperatures across southern Europe exceed 40°C.

    Day, Michael

    BMJ (Clinical research ed.)

    2023  Volume 382, Page(s) 1674

    MeSH term(s) Humans ; Hot Temperature ; Temperature ; Europe ; Hospitals ; Italy/epidemiology
    Language English
    Publishing date 2023-07-20
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.p1674
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Abortion: Four doctors in Italy receive suspended sentences for manslaughter after denying woman procedure.

    Day, Michael

    BMJ (Clinical research ed.)

    2022  Volume 379, Page(s) o2639

    MeSH term(s) Pregnancy ; Female ; Humans ; Italy ; Abortion, Induced ; Physicians ; Homicide ; Abortion, Legal
    Language English
    Publishing date 2022-11-02
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.o2639
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Covid-19: Italy reimposes widespread lockdown as transmission rate rises again.

    Day, Michael

    BMJ (Clinical research ed.)

    2021  Volume 372, Page(s) n726

    Language English
    Publishing date 2021-03-16
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.n726
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  9. Article ; Online: Covid-19: Stronger warnings are needed to curb socialising after vaccination, say doctors.

    Day, Michael

    BMJ (Clinical research ed.)

    2021  Volume 372, Page(s) n783

    Language English
    Publishing date 2021-03-19
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.n783
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Trieste's mental healthcare model is under threat, claim supporters of the community based approach.

    Day, Michael

    BMJ (Clinical research ed.)

    2021  Volume 373, Page(s) n1597

    Language English
    Publishing date 2021-06-21
    Publishing country England
    Document type Journal Article
    ZDB-ID 1362901-3
    ISSN 1756-1833 ; 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    ISSN (online) 1756-1833
    ISSN 0959-8154 ; 0959-8146 ; 0959-8138 ; 0959-535X ; 1759-2151
    DOI 10.1136/bmj.n1597
    Database MEDical Literature Analysis and Retrieval System OnLINE

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