Asymmetric Synthesis of All Possible Stereomers of 4‐Aminoglutamic Acid via Michael Condensation of Chiral Ni(II) Complexes of Glycine and Dehydroalanine

References

• Chipens , G. I. , Slavinskaya , V. A. , Sile , D. E. , Kreile , D. P. , Korchagova , E. K. and Strautinya , A. K. 1985 . Synthesis of α‐methyl‐amino acids . Izv. AN Latv. SSR, Ser. Chim. , : 259 – 277 .
   Google Scholar
• Groodson , L. H. , Honigberge , J. H. , Lehman , J. J. and Burton , W. H. 1960 . Potential growth antagonists, I: Hydantoins and disubstituted glycines . J. Org. Chem. , 25 : 1920 – 1924 .
   Google Scholar
• Morii , Y. , Tsuboi , M. , Fukushiman , K. and Aroi , T. 1982 . Structure of leucinostatin, new peptide antibiotic from paecilomyces lilacinum A‐267 . J. Chem. Comm. , : 94 – 96 .
   Google Scholar
• Saghiyan , A. S. , Geolchanyan , A. V. , Djamgaryan , S. M. , Vardapetyan , S. M. , Tararov , V. I. , Kuz'mina , A. N. , Ikonnikov , N. S. , Belokon' , Y. N. and North , M. 2000 . Asymmetric synthesis of S‐alkyl‐substituted (R)‐cysteines via a chiral Ni(II) complex of the Schiff's base of dehydroalanine with (S‐)2‐N‐(N‐benzylprolyl)aminobenzophenone . Izv. RAS, Ser. Chim. , 49 ( 8 ) : 1460 – 1463 .
   Google Scholar
• Saghiyan , A. S. , Avetisyan , A. E. , Djamgaryan , S. M. , Djilavyan , L. R. , Danielyan , L. B. , Grigoryan , S. K. and Belokon' , Y. N. 1996 . Asymmetric synthesis of β‐imidazolyl‐D‐alanine via a chiral Ni(II) complex of dehydroalanine . Scientific Notes of YSU , 2 ( 185 ) : 48 – 52 .
   Google Scholar
• Saghiyan , A. S. , Avetisyan , A. E. , Djamgaryan , S. M. , Gyulumyan , E. A. , Danielyan , L. B. , Grigoryan , S. K. and Belokon' , Y. N. 1996 . Asymmetric synthesis of β‐(N,N‐dimethylamino)‐D‐alanine and β‐(N‐benzylamino)‐D‐alanine via a chiral Ni(II) complex of dehydroalanine . Chem. J. Arm. , 49 ( 1–3 ) : 146 – 152 .
   Google Scholar
• Saghiyan , A. S. , Avetisyan , A. E. , Djamgaryan , S. M. , Djilavyan , L. R. , Gyulumyan , E. A. , Tararov , V. I. , Grigoryan , S. K. and Belokon' , Y. N. 1997 . Asymmetric synthesis of L‐β‐(N‐methylamino)alanine via a chiral Ni(II) complex of dehydroalanine . Scientific Notes of YSU , 1 ( 186 ) : 36 – 39 .
   Google Scholar
• Saghiyan , A. S. , Saveleva , T. F. , Djamgaryan , S. M. and Belokon' , Y. N. 1997 . Asymmetric synthesis of (R)‐α‐methyl‐3,4‐dichlorphenylalanine via alkylation of alanine in chiral Schiff's base with Ni(II) ion. . Chem. J. Arm. , 50 ( 1–2 ) : 136 – 144 .
   Google Scholar
• Saghiyan , A. S. , Djamgaryan , S. M. , Grigoryan , G. L. , Kaghramanyan , S. R. , Ovsepyan , G. T. , Grigoryan , S. K. and Belokon' , Y. N. 1996 . Asymmetric synthesis of α‐substituted D‐amino acids via allylation of chiral Ni(II) complexes of glycine and alanine . Chem. J. Arm. , 49 ( 1–3 ) : 75 – 82 .
   Google Scholar
• Belokon' , Y. N. , Chernoglazova , N. I. , Garbalinskaya , N. S. , Saporovskaya , M. B. , Kochetkov , K. A. and Belikov , V. M. 1986 . The general method of asymmetric synthesis of α‐amino acids via alkylation of chiral Ni(II) complex of glycine . Izv. AN USSR, Ser. Chim. , 10 : 2340 – 2342 .
   Google Scholar
• Walter , M. and Ramaley , L. 1973 . Analyt. Chem. , 45 : 165
   Google Scholar
• Belokon' , Y. N. , Saghyan , A. S. , Djamgaryan , S. M. , Bakhmutov , V. I. and Belikov , V. M. 1988 . Asymmetric synthesis of β‐substituted α–amino acids via a chiral Ni(II) complex of dehydroalanine . Tetrahedron , 44 ( 17 ) : 5507 – 5514 .
   Google Scholar