title: A rapid and efficient one-pot method for the reduction of N-protected α-amino acids to chiral α-amino aldehydes using CDI/DIBAL-H.
abstract: N-Protected amino acids can be easily converted into chiral α-amino aldehydes in a one-pot reaction by activation with CDI followed by reduction with DIBAL-H. This method delivers Boc-, Cbz- and Fmoc-protected amino aldehydes from proteinogenic amino acids in very good isolated yields and complete stereointegrity.
authors.affiliation: Institute of Organic Chemistry, Graz University of Technology, 8010 Graz, Austria. breinbauer@tugraz.at.
authors.forename: Jakov
authors.initials: J
authors.lastname: Ivkovic
authors.forename: Christian
authors.initials: C
authors.lastname: Lembacher-Fadum
authors.forename: Rolf
authors.initials: R
authors.lastname: Breinbauer
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D013997:Time Factors
chemical_list: D000447:Aldehydes; D000596:Amino Acids; D007093:Imidazoles; D009942:Organometallic Compounds; C006900:N,N-carbonyldiimidazole; C035719:diisobutylaluminum