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• W2062078397 abstract "The stable (phosphanyl)(silyl)carbenes 1a,b react efficiently with various electron-poor alkenes [methyl acrylate, 3,3,4,4,5,5,6,6,6-nonafluorohex-1-ene, styrene, (Z)- and (E)-2-deuteriostyrene, (E)-t-BuOC(O)CHCHC(O)OEt, and (E)-Me2NCOCHCHCO2Me] giving the corresponding cyclopropanes in good yields. The stereochemical outcome was such that all monosubstituted alkenes gave exclusively the syn isomer (with respect to the phosphanyl group), and the addition of disubstituted alkenes was totally stereospecific. The high stereoselectivity observed was ascribed to a secondary orbital interaction (LUMOcarbene−HOMOalkene) similar to that explaining the endo-rule in Diels−Alder reactions." @default.
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• W2062078397 date "2000-04-22" @default.
• W2062078397 modified "2023-10-17" @default.
• W2062078397 title "Stereoselectivity and Stereospecificity of Cyclopropanation Reactions with Stable (Phosphanyl)(silyl)carbenes" @default.
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• W2062078397 doi "https://doi.org/10.1021/ja994408b" @default.
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