title: Convenient synthesis of L-proline benzyl ester.
abstract: Mesylates or tosylates of delta-hydroxy-L-norvaline esters spontaneously afford L-proline esters upon exposure to aqueous buffer in near quantitative yield. This novel reaction has led to the development of a simple route to optically active proline esters.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
authors.forename: A
authors.initials: A
authors.lastname: Córdova
authors.forename: N N
authors.initials: NN
authors.lastname: Reed
authors.forename: J A
authors.initials: JA
authors.lastname: Ashley
authors.forename: K D
authors.initials: KD
authors.lastname: Janda
mesh_terms: D000476:Alkanesulfonates / Q000737:chemistry; D001190:Arylsulfonates / Q000737:chemistry; D001593:Benzyl Compounds / Q000138:chemical synthesis*; D008698:Mesylates / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D014633:Valine / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D000476:Alkanesulfonates; D001190:Arylsulfonates; D001593:Benzyl Compounds; D008698:Mesylates; C052594:proline benzyl ester; D011392:Proline; C005313:norvaline; D014633:Valine