Pummerer reaction intermediate as an initiating function for cationic olefin cyclization |
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Authors: | Y. Tamura H. Maeda S. Akai K. Ishiyama H. Ishibashi |
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Affiliation: | Faculty of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, Japan |
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Abstract: | Treatment of N-(2-methyl-2-propenyl)-N-methyl-α-(methylsulfinyl)acetamide () with trifluoroacetic anhydride caused the cationic olefin cyclization through a Pummerer reaction intermediate to give the six-membered lactams and . Similar reaction converted N-2-butenyl-N-methyl-a-(methylsulfinyl)acetamide () to the five-membered lactam , and N-2-propenyl-N-methyl-α-(methylsulfinyl)- acetamide () to the five-membered lactams and . |
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