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Communication | Regular issue | Vol 16, No. 11, 1981, pp.1883-1887
Published online, 1st January, 1970
DOI: 10.3987/R-1981-11-1883
Reduction of 1-Substituted 3-Oxidopyridiniums

William R. Ashcroft and John A. Joule*

*Department of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, U.K.


1-Substituted 3-oxidopyridiniums are smoothly reduced by sodium borohydride in ethanol to give 1-substituted 3-hydroxypiperidines but much less efficiently by lithium aluminium hydride in hot tetrahydrofuran to give mainly, 1-substituted 5-hydroxypiperid-3-eines.