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- W1977688220 abstract "The difficult Diels-Alder additions of α-acetoxy- and α-chloroacrylonitrile to furan can be run at 20–35° and atmospheric pressure in the presence of CuCl. Cu(BF4) · 6 H2O, Cu(OOCCH3)2 · H2O or cupric tartrate · 3H2O. Under kinetic control, the exo-carbonitrile adducts 2 and 8, respectively, are favoured. Saponification of the 2endo-acetoxy-7-oxabicyclo[2.2.1]hept-5-ene-2exo-carbonitrile (2) furnished the 7-oxabicyclo[2.2.1]hept-5-en-2-one (4). Basic hydrolysis of the adducts (8 + 9) of α-chloroacrylonitrile to furan and its 5exo, 6exo-isopropylidenedioxy derivatives did not give the corresponding ketones, the carboxamides 14 + 15 and 16 + 17, respectively, were isolated." @default.
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- W1977688220 date "1982-09-22" @default.
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- W1977688220 title "Copper(I)- and Copper(II)-catalyzedDiels-Alder Additions of ?-Substituted Acrylonitrile to Furan. The Synthesis of 7-Oxa-bicyclo[2.2.1]hept-5-en-2-one" @default.
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- W1977688220 doi "https://doi.org/10.1002/hlca.19820650604" @default.
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