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- W1967156746 abstract "Eight α-lactams (aziridinones) of varying stability, one of them previously unreported, were synthesized and reacted with benzylamine. Three of the α-lactams, 1-(1-adamantyl)-3,3-dimethylaziridinone (2j), 3,3-dimethyl-1-triphenylmethylaziridinone (2m), and 3-phenyl-1-triphenylmethyl-aziridinone (20) gave α-benzylaminoamides (3j, 3m, 3o) as products, indicating C 3 -N bond cleavage. Four α-lactams, 1,3-di-tert-butylaziridinone (2g), 1-tert-butyl-3-triphenylmethylaziridinone (2i), 1-(1-adamantyl)-3-tert-butylaziridinone (2k), and I-(I -adamantyl)-3-triphenylmethylaziridinone (2l) yielded N-benzylamides (4g, 4i, 4k, 4l), resulting from C 2 -N bond cleavage. 3-(1-Adamantyl)-1-triphenylmethylaziridinone (2n) gave a mixture of both types of adduct (3n, 4n). Based on these experimental results, two important factors which govern the ring-opening of α-lactams are the relative stability of the α-lactam and the substituent on nitrogen." @default.
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- W1967156746 date "2002-01-01" @default.
- W1967156746 modified "2023-09-25" @default.
- W1967156746 title "About the Factors Which Govern the Ring-opening of a-Lactams with Benzylamine I. The Relative Stability of the a-Lactam and the Substituent on Nitrogen" @default.
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- W1967156746 doi "https://doi.org/10.3987/com-02-9453" @default.
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