title: A memory of chirality approach to the stereoselective synthesis of 4-hydroxy-alpha-methylprolines.
abstract: To extend the memory of chirality (MOC) methodology to structurally more diverse compounds, the synthesis of 4-hydroxy-alpha-methylprolines was undertaken. Yield and selectivity were very good, with an unexpected reversal in selectivity observed for the cyclization of one adduct with an unprotected hydroxyl.
authors.affiliation: Abbott Global Pharmaceutical Research and Development, Process Chemistry, 1401 Sheridan Road, North Chicago, Illinois 60064-6285, USA. larry.kolaczkowski@abbott.com
authors.forename: Lawrence
authors.initials: L
authors.lastname: Kolaczkowski
authors.forename: David M
authors.initials: DM
authors.lastname: Barnes
mesh_terms: D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011392:Proline