title: Iron-Catalyzed Diastereoselective Synthesis of Unnatural Chiral Amino Acid Derivatives.
abstract: An iron-catalyzed diastereoselective synthesis of unnatural chiral (S)-α-amino acids with γ-quaternary carbon centers has been developed. The protocol uses inexpensive iron salt as the catalyst, readily available 2-phthaloyl acrylamide and alkenes as the starting materials, and phenylsilane as the reductant, and the reactions were performed well in mixed solvent of 1,2-dichloroethane and ethylene glycol at room temperature. The method shows some advantages including simple and wide substrates, mild conditions, high diastereoselectivity, and easy workup procedures.
authors.affiliation: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, P. R. China.
authors.forename: Hao
authors.initials: H
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, P. R. China.
authors.forename: Haifang
authors.initials: H
authors.lastname: Li
authors.affiliation: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, P. R. China.
authors.forename: Haijun
authors.initials: H
authors.lastname: Yang
authors.affiliation: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, P. R. China.
authors.forename: Hua
authors.initials: H
authors.lastname: Fu
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis*; D002384:Catalysis; D005290:Ferric Compounds / Q000737:chemistry*; D006868:Hydrolysis; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D005290:Ferric Compounds; C047434:ferric acetate