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Synthesis of Highly Substituted N-Hydroxy Piperidine via Intramolecular Reductive Cyclization of 1-Keto-5-ketoxime
Authors:Muthupandi Nagaraj  Muthusamy Boominathan  Ramaiyan Manikannan  Nattamai Bhuvanesh
Institution: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
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.
Keywords:Intramolecular reductive cyclization  N-hydroxypiperidine  sodium cyanoborohydride
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