About: Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds     Goto   Sponge   NotDistinct   Permalink

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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.
  • 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. (en)
Title
  • Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds
  • Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds (en)
skos:prefLabel
  • Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds
  • Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds (en)
skos:notation
  • RIV/61388963:_____/13:00393411!RIV14-GA0-61388963
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  • I, P(GP203/08/P310)
http://linked.open...iv/cisloPeriodika
  • 9
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  • 66731
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  • RIV/61388963:_____/13:00393411
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  • fluorine; phosphonate; conjugate addition (en)
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  • US - Spojené státy americké
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  • [916F91C332FF]
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  • Journal of Organic Chemistry
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  • 78
http://linked.open...iv/tvurceVysledku
  • Beier, Petr
  • Eigner, V.
  • Opekar, Stanislav
  • Pohl, Radek
http://linked.open...ain/vavai/riv/wos
  • 000318588800041
issn
  • 0022-3263
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/jo400297f
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