Stereoselective synthesis of (2R,5R)- and (2S,5R)-5-hydroxylysine

Article abstract of DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U

A stereoselective synthesis of (2S,5R)-5-hydroxylysine (1) and (2R,5R)-5-hydroxylysine (17), based on a concept involving Williams glycine template methodology and (R)-hydroxynitrile lyase for the introduction of chirality at the α-position and the side-chain, respectively, is described. This strategy offers an expeditious route towards orthogonally protected 5-hydroxylysines.