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- W2952202513 abstract "We report the synthesis of N-benzyl-N-[(E)-buta-1,3-dienyl]propanamide (6) and its corresponding O-silyl-substituted ketene N,O-acetal 7 and their Diels-Alder reaction. Propanamide 6 reacted smoothly, whereas the yield obtained from 7 was low, probably due to polymerization of the dienophile induced by electron transfer. The ketene N,O-acetals 27a – g were synthesized starting from the corresponding benzamides 25a – e (Scheme 9). The ketene N,O-acetals 27a – g showed increased stabilities and underwent amino-Claisen rearrangements under thermal conditions. Using catalysts, interesting side reactions leading either to the annulated systems rac-35 – 37 or to a β-lactam rac-34 were observed." @default.
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- W2952202513 date "2000-10-04" @default.
- W2952202513 modified "2023-10-16" @default.
- W2952202513 doi "https://doi.org/10.1002/1522-2675(20001004)83:10<2712::aid-hlca2712>3.0.co;2-d" @default.
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