title: Deconjugation of dehydroamino acids: stereoselective synthesis of racemic (E)-vinylglycines.
abstract: [reaction: see text] A practical and general two-step synthesis of carbamate-protected (E)-vinylglycines from aliphatic aldehydes is reported. The key step involves the kinetic alpha-protonation of dianionic dienolates derived from dehydroamino acids.
authors.affiliation: School of Chemistry, University of Leeds, Leeds LS2 9JT, United Kingdom.
authors.forename: Paul A
authors.initials: PA
authors.lastname: Alexander
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Marsden
authors.forename: Dulce M
authors.initials: DM
authors.lastname: Muñoz Subtil
authors.forename: John C
authors.initials: JC
authors.lastname: Reader
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D005998:Glycine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D007202:Indicators and Reagents; C006507:vinylglycine; D005998:Glycine