Asymmetric approaches to 2-hydroxymethylquinuclidine derivatives

Article abstract of DOI:10.1016/S0040-4020(99)00050-2

Highly enantio- and diastereoselective routes to 2- hydroxymethylquinuclidines have been developed. Key steps involve the use of Sharpless dihydroxylation or Sharpless epoxidation to introduce the asymmetry with high stereocontrol, and formation of the quinuclidine ring systems via cyclisation of epoxy amines.