ChemInform Abstract: Enantioselective Synthesis of α-Amino Acids from Chiral...

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1999 amino acids, peptides amino acids, peptides U 0400 36 - 220 Enantioselective 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 good diastereoselectivity with alkyl halides and in the presence of 6 equiv. HMPA as cosolvent. Enantiopure α-amino acids like (IX) are obtained by hydrolysis of 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) 1

Transcript of ChemInform Abstract: Enantioselective Synthesis of α-Amino Acids from Chiral...

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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