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Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F13%3A00393411" target="_blank" >RIV/61388963:_____/13:00393411 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1021/jo400297f" target="_blank" >http://dx.doi.org/10.1021/jo400297f</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/jo400297f" target="_blank" >10.1021/jo400297f</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds

  • Original language description

    Diethyl 1-fluoro-1-phenylsulfonylmethanephosphate (1) in the presence of cesium carbonate undergoes efficient 1,4-addition to Michael acceptors having terminal double bonds such as alpha,beta-unsaturated ketones, esters, sulfones, sulforades, and phosphonates to yield the.,corresponding adducts in good to excellent yields. In the presence of sodium hydride, 1 reacts with alpha,beta-enones to provide gamma-fluoro-gamma-phenylsulfonylenol phosphates arising from 1,4-addition followed by phosphonate to phosphate rearrangement.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GP203%2F08%2FP310" target="_blank" >GP203/08/P310: Nucleophilic introduction of fluorinated groups using organo-phosphorus compounds</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2013

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Journal of Organic Chemistry

  • ISSN

    0022-3263

  • e-ISSN

  • Volume of the periodical

    78

  • Issue of the periodical within the volume

    9

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    7

  • Pages from-to

    4573-4579

  • UT code for WoS article

    000318588800041

  • EID of the result in the Scopus database