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Regioselective reduction of N-alkyl-3-sulfonyl glutarimides. Synthesis of 3,4-dihydro-3-tosylpyridin-2-ones

✍ Scribed by Bo-Rui Chang; Chung-Yi Chen; Nein-Chen Chang

Book ID: 104250869
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 57 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00446-x

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✦ Synopsis

Treatment of N-alkyl-3-sulfonyl glutarimides (1) with sodium hydride and then lithium aluminum hydride could give regioselective reduced hydroxy piperidones (5) which were further dehydrated to 3,4-dihydro-3-tosylpyridin-2-ones (6) in the presence of boron trifluoride.

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