Preparation of chiral enantiopure 2-(hydroxyalkyl)pyridine derivatives. Use of the chiral pool

Enantiomerically pure 2-(1-hydroxyalkyl)pyridines were prepared via reactio n of 2-lithiopyridine with (R)-2,3-O-isopropylideneglyceraldehyde, methyl ( S)-2-methoxypropionate and methyl (S)-2-methoxy-2-phenylacetate, obtained f rom D-mannitol, L-lactic acid and L-mandelic acid, respectively. 6,6'-Bis(1 -hydroxyalkyl)-2,2'-bipyridines were obtained from the same naturally occur ring chiral compounds and 2-bromo-6-lithiopyridine with subsequent Ni-catal ysed coupling.