Novel reduction of 3-hydroxypyridine and its use in the enantioselective synthesis of (+)-pseudoconhydrine and (+)-N-methylpseudoconhydrine

Abstract

3-Hydroxypyridine is reduced with sodium borohydride in the presence of benzyl chloroformate to give 1-benzyloxycarbonyl-5-hydroxy-2-piperideine which is transformed into (+)-pseudoconhydrine and (+)-N-methyl-pseudoconhydrine in five steps involving a lipase-mediated kinetic resolution.