title: One-pot synthesis of α-amino acids from CO2 using a bismetal reagent with Si-B bond.
abstract: In the presence of 1.1 equiv of PhMe(2)Si-Bpin, 5 equiv of CsF, and 20 mol % of TsOH·H(2)O, precursors of N-Boc-imines can be converted into the corresponding α-aryl or α-alkenyl glycine derivatives under gaseous CO(2) in moderate-to-high yields with a single operation. α-Isobutenyl glycine thus obtained can be further derivatized into various types of α-amino acids including N-Boc-leucine, serine, and glycine derivatives in short steps.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. tmita@pharm.hokudai.ac.jp
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Mita
authors.forename: Jianyang
authors.initials: J
authors.lastname: Chen
authors.forename: Masumi
authors.initials: M
authors.lastname: Sugawara
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Sato
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002245:Carbon Dioxide; D005998:Glycine / Q000138:chemical synthesis / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007202:Indicators and Reagents; D007930:Leucine / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D012694:Serine / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D007097:Imines; D007202:Indicators and Reagents; D002245:Carbon Dioxide; D012694:Serine; D007930:Leucine; D005998:Glycine