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  1. Article ; Online: Relay Cross Metathesis for the Iterative Construction of Terpenoids and Synthesis of a Diterpene-Benzoate Macrolide of Biogenetic Relevance to the Bromophycolides.

    Bahou, Karim A / Braddock, D Christopher / Meyer, Adam G / Savage, G Paul

    Organic letters

    2020  Volume 22, Issue 8, Page(s) 3176–3179

    Abstract: We report a relay cross metathesis (ReXM) reaction for the construction of terpenoids in an iterative protocol. The protocol features the cross metathesis of a relay-actuated ... ...

    Abstract We report a relay cross metathesis (ReXM) reaction for the construction of terpenoids in an iterative protocol. The protocol features the cross metathesis of a relay-actuated Δ
    MeSH term(s) Benzoates/chemistry ; Diterpenes/chemical synthesis ; Diterpenes/chemistry ; Macrolides/chemical synthesis ; Macrolides/chemistry ; Molecular Structure ; Terpenes/chemistry
    Chemical Substances Benzoates ; Diterpenes ; Macrolides ; Terpenes ; bromophycolide A
    Language English
    Publishing date 2020-03-31
    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.0c00935
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: A Relay Strategy Actuates Pre-Existing Trisubstituted Olefins in Monoterpenoids for Cross-Metathesis with Trisubstituted Alkenes.

    Bahou, Karim A / Braddock, D Christopher / Meyer, Adam G / Savage, G Paul / Shi, Zhensheng / He, Tianyou

    The Journal of organic chemistry

    2020  Volume 85, Issue 7, Page(s) 4906–4917

    Abstract: A retrosynthetic disconnection-reconnection analysis of epoxypolyenes-substrates that can undergo cyclization to podocarpane-type tricycles-reveals relay-actuated ... ...

    Abstract A retrosynthetic disconnection-reconnection analysis of epoxypolyenes-substrates that can undergo cyclization to podocarpane-type tricycles-reveals relay-actuated Δ
    Language English
    Publishing date 2020-03-19
    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.0c00067
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

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  3. Article: Looking deep into C–H functionalization: the synthesis and application of cyclopentadienyl and related metal catalysts

    Jardim, Guilherme A. M. / de Carvalho, Renato L. / Nunes, Mateus P. / Machado, Luana A. / Almeida, Leandro D. / Bahou, Karim A. / Bower, John F. / da Silva Júnior, Eufrânio N.

    Chemical communications. 2022 Mar. 3, v. 58, no. 19

    2022  

    Abstract: Metal catalyzed C–H functionalization offers a versatile platform for methodology development and a wide variety of reactions now exist for the chemo- and site-selective functionalization of organic molecules. Cyclopentadienyl-metal (CpM) complexes of ... ...

    Abstract Metal catalyzed C–H functionalization offers a versatile platform for methodology development and a wide variety of reactions now exist for the chemo- and site-selective functionalization of organic molecules. Cyclopentadienyl-metal (CpM) complexes of transition metals and their correlative analogues have found widespread application in this area, and herein we highlight several key applications of commonly used transition-metal Cp-type catalysts. In addition, an understanding of transition metal Cp-type catalyst synthesis is important, particularly where modifications to the catalyst structure are required for different applications, and a summary of this aspect is given.
    Keywords carbon-hydrogen bond activation ; catalysts ; catalytic activity ; chemical communication ; organic compounds ; transition elements
    Language English
    Dates of publication 2022-0303
    Size p. 3101-3121.
    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/d1cc07040a
    Database NAL-Catalogue (AGRICOLA)

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  4. Article ; Online: Kinetic Benchmarking Reveals the Competence of Prenyl Groups in Ring-Closing Metathesis.

    Bahou, Karim A / Braddock, D Christopher / Meyer, Adam G / Savage, G Paul

    Organic letters

    2017  Volume 19, Issue 19, Page(s) 5332–5335

    Abstract: A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ring-closing metatheses. The prenyl grouping is found to be a superior acceptor olefin ... ...

    Abstract A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ring-closing metatheses. The prenyl grouping is found to be a superior acceptor olefin compared to an allyl group in RCM processes with ruthenium alkylidenes derived from terminal alkenes. The prenyl group is also found to be a highly competent acceptor for a ruthenium alkylidene derived from a 1,1-disubstituted olefin in a RCM process.
    Language English
    Publishing date 2017--06
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.7b02492
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Looking deep into C-H functionalization: the synthesis and application of cyclopentadienyl and related metal catalysts.

    Jardim, Guilherme A M / de Carvalho, Renato L / Nunes, Mateus P / Machado, Luana A / Almeida, Leandro D / Bahou, Karim A / Bower, John F / da Silva Júnior, Eufrânio N

    Chemical communications (Cambridge, England)

    2022  Volume 58, Issue 19, Page(s) 3101–3121

    Abstract: Metal catalyzed C-H functionalization offers a versatile platform for methodology development and a wide variety of reactions now exist for the chemo- and site-selective functionalization of organic molecules. Cyclopentadienyl-metal (CpM) complexes of ... ...

    Abstract Metal catalyzed C-H functionalization offers a versatile platform for methodology development and a wide variety of reactions now exist for the chemo- and site-selective functionalization of organic molecules. Cyclopentadienyl-metal (CpM) complexes of transition metals and their correlative analogues have found widespread application in this area, and herein we highlight several key applications of commonly used transition-metal Cp-type catalysts. In addition, an understanding of transition metal Cp-type catalyst synthesis is important, particularly where modifications to the catalyst structure are required for different applications, and a summary of this aspect is given.
    Language English
    Publishing date 2022-03-03
    Publishing country England
    Document type Journal Article ; Review
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d1cc07040a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: (±)-Polysiphenol and Other Analogues via Symmetrical Intermolecular Dimerizations: A Synthetic, Spectroscopic, Structural, and Computational Study.

    Braddock, D Christopher / Duran-Corbera, Anna / Nilforoushan, Masih / Yang, Ziye / He, Tianyou / Santhakumar, Gajan / Bahou, Karim A / Rzepa, Henry S / Woscholski, Rudiger / White, Andrew J P

    Journal of natural products

    2022  Volume 85, Issue 11, Page(s) 2650–2655

    Abstract: We report an improved total synthesis of 4,5-dibromo-9,10-dihydrophenanthrene-2,3,6,7-tetraol, (±)-polysiphenol, via intermolecular McMurray dimerization of 5-bromovanillin and subsequent intramolecular oxidative coupling as the key steps. The synthetic ... ...

    Abstract We report an improved total synthesis of 4,5-dibromo-9,10-dihydrophenanthrene-2,3,6,7-tetraol, (±)-polysiphenol, via intermolecular McMurray dimerization of 5-bromovanillin and subsequent intramolecular oxidative coupling as the key steps. The synthetic route is applicable to 4,5-dichloro- and 4,5-difluoro-halologues (as well as a 4,5-dialkyl-analogue). Distinctive AA'BB' multiplets in their
    MeSH term(s) Bromine/chemistry ; Dimerization ; Magnetic Resonance Spectroscopy ; Phenanthrenes/chemistry
    Chemical Substances Bromine (SBV4XY874G) ; Phenanthrenes ; polysiphenol
    Language English
    Publishing date 2022-10-26
    Publishing country United States
    Document type Journal Article
    ZDB-ID 304325-3
    ISSN 1520-6025 ; 0163-3864
    ISSN (online) 1520-6025
    ISSN 0163-3864
    DOI 10.1021/acs.jnatprod.2c00749
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 1144: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (1.OG)
    ab Jg. 2022: Lesesaal (EG)

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  7. Article: Kinetic Benchmarking Reveals the Competence of Prenyl Groups in Ring-Closing Metathesis

    Bahou, Karim A / Braddock D. Christopher / Meyer Adam G / Savage G. Paul

    Organic letters. 2017 Oct. 06, v. 19, no. 19

    2017  

    Abstract: A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ring-closing metatheses. The prenyl grouping is found to be a superior acceptor olefin ... ...

    Abstract A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ring-closing metatheses. The prenyl grouping is found to be a superior acceptor olefin compared to an allyl group in RCM processes with ruthenium alkylidenes derived from terminal alkenes. The prenyl group is also found to be a highly competent acceptor for a ruthenium alkylidene derived from a 1,1-disubstituted olefin in a RCM process.
    Keywords chemical reactions ; moieties ; olefin ; ruthenium
    Language English
    Dates of publication 2017-1006
    Size p. 5332-5335.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021%2Facs.orglett.7b02492
    Database NAL-Catalogue (AGRICOLA)

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  8. Article ; Online: Metal-free, hydroacylation of C=C and N=N bonds via aerobic C-H activation of aldehydes, and reaction of the products thereof.

    Chudasama, Vijay / Akhbar, Ahmed R / Bahou, Karim A / Fitzmaurice, Richard J / Caddick, Stephen

    Organic & biomolecular chemistry

    2013  Volume 11, Issue 42, Page(s) 7301–7317

    Abstract: In this report, a thorough evaluation of the use of aerobically initiated, metal-free hydroacylation of various C=C and N=N acceptor molecules with a wide range of aldehydes is presented. The aerobic-activation conditions that have been developed are in ... ...

    Abstract In this report, a thorough evaluation of the use of aerobically initiated, metal-free hydroacylation of various C=C and N=N acceptor molecules with a wide range of aldehydes is presented. The aerobic-activation conditions that have been developed are in sharp contrast to previous conditions for hydroacylation, which tend to use transition metals, peroxides that require thermal or photochemical degradation, or N-heterocyclic carbenes. The mildness of the conditions enables a number of reactions involving sensitive reaction partners and, perhaps most significantly, allows for α-functionalised chiral aldehydes to undergo radical-based hydroacylation with complete retention of optical purity. We also demonstrate how the resulting hydroacylation products can be transformed into other useful intermediates, such as γ-keto-sulfonamides, sultams, sultones, cyclic N-sulfonyl imines and amides.
    Language English
    Publishing date 2013-11-14
    Publishing country England
    Document type Journal Article
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/c3ob41632a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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