title: A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst.
abstract: The ring-opening of N-tosylaziridines with various acid anhydrides catalyzed by 5 mol % of 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding β-amino esters in excellent yields under mild reaction conditions. Polymer-supported catalyst, PS-TBD also acts as a good catalyst for this reaction. PS-TBD was easily recovered and reused with minimal loss of activity.
authors.affiliation: Department of Science Education, Faculty of Education, Ibaraki University, Ibaraki 310-8512, Japan. satoru.matsukawa.1@vc.ibaraki.ac.jp.
authors.forename: Satoru
authors.initials: S
authors.lastname: Matsukawa
authors.affiliation: Department of Science Education, Faculty of Education, Ibaraki University, Ibaraki 310-8512, Japan. c32amg777@yahoo.co.jp.
authors.forename: Yasutaka
authors.initials: Y
authors.lastname: Mouri
mesh_terms: D000605:Amino Alcohols / Q000737:chemistry; D000812:Anhydrides / Q000737:chemistry*; D053961:Azabicyclo Compounds / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000605:Amino Alcohols; D000812:Anhydrides; D053961:Azabicyclo Compounds; D001388:Aziridines; D004952:Esters; C526482:triazabicyclodecene
keywords: amino alcohols; aziridine; basecatalyst; guanidine; organocatalyst; polymercatalyst