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- W2949668029 abstract "Abstract The regiochemistry of the cycloadditions of nitrile oxides to α,β-unsaturated amides is determined by frontier orbital interactions and by a regiochemical drift due to steric effects. Cycloadditions to α,β-unsaturated lactames afford mainly 4-carboxamido-isoxazolines with high regioselectivity. In cycloadditions to acyclic α,β-unsaturated amides the regioselectivity relaxes and finally reverses in the case of N,N-disubstituted derivatives, because of the increasing steric congestion at the amine nitrogen." @default.
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- W2949668029 date "1999-05-01" @default.
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- W2949668029 title "Cycloaddition of nitrile oxides to cyclic and acyclic α,β-unsaturated amides. Frontier orbital interactions and an unexpected steric drift determine regiochemistry" @default.
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- W2949668029 doi "https://doi.org/10.1016/s0040-4020(99)00331-2" @default.
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