Download - ChemInform Abstract: Enantioselective Synthesis of α-Amino Acids from Chiral 1,4-Benzodiazepine-2,5-diones Containing the α-Phenethyl Group.

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Page 1: ChemInform Abstract: Enantioselective Synthesis of α-Amino Acids from Chiral 1,4-Benzodiazepine-2,5-diones Containing the α-Phenethyl Group.

1999 amino acids, peptides

amino acids, peptidesU 0400

36 - 220Enantioselective Synthesis of α-Amino Acids from Chiral 1,4-Benzodiazepine-2,5-diones Containing the α-Phenethyl Group. —The chiral benzodiazepine (VI) is prepared in good yield from anhydride (I)and amine (II). The enolate of (VI) is alkylated in high yield and with gooddiastereoselectivity with alkyl halides and in the presence of 6 equiv. HMPAas cosolvent. Enantiopure α-amino acids like (IX) are obtained by hydrolysisof the separated diastereomers with 57% HI. — (JUARISTI, EUSEBIO;LEON-ROMO, JOSE LUIS; RAMIREZ-QUIROS, YARA; J. Org. Chem. 64(1999) 8, 2914-2918; Dep. Quim., Cent. Invest. Estud. Avanzados, Inst.Politec. Nac., 07000 Mexico, Mex.; EN)

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