Matches in SemOpenAlex for { <https://semopenalex.org/work/W4295780207> ?p ?o ?g. }
- W4295780207 abstract "Vinylsilanes and vinylboronates are common building blocks for organic synthesis, but direct functionalization of these species without the participation of either the C=C or C-Si/B bonds is rare. Herein, we report a metal-free allylic C-H amination reaction of these vinylmetalloid species that installs a new C-N bond without competing transmetallation or alkene addition. In this transformation, the silicon or boron substituent inverts the usual regioselectivity, directing amination to the site distal to that group. Subsequent cross-coupling or demetallation allows access to complementary regioisomeric products. Density Functional Theory computations revealed that the observed regioselectivity is due to a subtle combination of electronic and counterintuitive steric factors that favor initial attack of selenium at the silicon-bearing carbon atom." @default.
- W4295780207 created "2022-09-15" @default.
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- W4295780207 date "2022-10-07" @default.
- W4295780207 modified "2023-09-26" @default.
- W4295780207 title "Metal‐Free Allylic C−H Amination of Vinylsilanes and Vinylboronates using Silicon or Boron as a Regioselectivity Switch" @default.
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- W4295780207 doi "https://doi.org/10.1002/anie.202210109" @default.
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