Synthesis of Highly Substituted N-Hydroxy Piperidine via Intramolecular Reductive Cyclization of 1-Keto-5-ketoxime |
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Authors: | Muthupandi Nagaraj Muthusamy Boominathan Ramaiyan Manikannan Nattamai Bhuvanesh |
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Affiliation: | 1. Department of Organic Chemistry, School of Chemistry , Madurai Kamaraj University , Madurai , India;2. X-Ray Diffraction Laboratory, Department of Chemistry , A &3. M University, College Station , Texas , USA |
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Abstract: | Abstract Diasteroselective synthesis of highly substituted N-hydroxypiperidine was achieved by an intramolecular reductive cyclization of monoxime (2) of the 1,5-diketone (1), generated from 2-(cyclohexylthio)-1-phenylethanone and arylaldehyde, using NaBH3CN. The major product N-hydroxypiperidine (3) has been found to be racemate of a single diastereomer. |
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Keywords: | Intramolecular reductive cyclization N-hydroxypiperidine sodium cyanoborohydride |
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