title: A convenient route to optically pure α-alkyl-β-(sec-amino)alanines.
abstract: The cyclization of N-Boc-α-alkylserines to corresponding β-lactones under Mitsunobu reaction conditions and the ring opening with heterocyclic amines (pyrrolidine, piperidine, morpholine and thiomorpholine) produced N-Boc-α-alkyl-β-(sec-amino)alanines. The removal of the Boc group gives di-hydrochlorides of non-protein amino acids.
authors.affiliation: Institute of Organic Chemistry, Technical University of Łódź, Żeromskiego 116, 90-924, Lodz, Poland. aleksandra.olma@p.lodz.pl
authors.forename: A
authors.initials: A
authors.lastname: Olma
authors.forename: A
authors.initials: A
authors.lastname: Lasota
authors.forename: A
authors.initials: A
authors.lastname: Kudaj
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D003500:Cyclization; D007783:Lactones / Q000737:chemistry*; D009025:Morpholines / Q000737:chemistry; D010880:Piperidines / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry; D012694:Serine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D009025:Morpholines; D010880:Piperidines; D011759:Pyrrolidines; C028971:thiamorpholine; D012694:Serine; C032727:piperidine; C037574:morpholine; C032519:pyrrolidine; D000409:Alanine