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• W2951714970 abstract "3,3-Dialkyl-5-(bromomethyl)-1-pyrrolinium bromides, prepared via bromocyclization of N-(2,2-dialkyl-4-pentenylidene)amines by means of bromine in dichloromethane, were reduced to 4,4-dialkyl-2-(bromomethyl)pyrrolidines for the first time using borane dimethyl sulfide in dichloromethane. Furthermore, the latter 2-(bromomethyl)pyrrolidines were transformed into the corresponding piperidin-3-ones through an unprecedented ring expansion-oxidation protocol in dimethylsulfoxide in the presence of potassium carbonate. Reduction of 5,5-dialkylpiperidin-3-ones by means of sodium borohydride in methanol afforded 5,5-dialkyl-3-hydroxypiperidines in good yields." @default.
• W2951714970 created "2019-06-27" @default.
• W2951714970 creator A5014588502 @default.
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• W2951714970 creator A5037957827 @default.
• W2951714970 creator A5055633805 @default.
• W2951714970 date "2008-10-01" @default.
• W2951714970 modified "2023-10-14" @default.
• W2951714970 title "Reduction of 5-(bromomethyl)-1-pyrrolinium bromides to 2-(bromomethyl)pyrrolidines and their transformation into piperidin-3-ones through an unprecedented ring expansion-oxidation protocol" @default.
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• W2951714970 doi "https://doi.org/10.1016/j.tetlet.2008.07.112" @default.
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