Synthesis of novel chiral NiII complexes of dehydroalanine Schiff bases and their reactivity in asymmetric nucleophilic addition reactions. Novel synthesis of (S)-2-carboxypiperazine

Tetrahedron Asymmetry

Volumn 21, Issue 21-22, 2010, Pages 2638-2645

  Saghiyan, Ashot S ^a   Stepanyan, Lala A ^a   Manasyan, Luiza L ^a   Geolchanyan, Arpine V ^a   Djamgaryan, Silva M ^a   Ajvazyan, Hrant R ^a   Panosyan, Henry A ^b   Maleev, Viktor I ^c   Saveleva, Tatiana F ^c  

^a CJSC Scientific Research Institute of Biotechnology   (Armenia)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Armenia)

^c A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

2 N [N' (2 CHLOROBENZYL)PROLYL]AMINOBENZOPHENONE; 2 N [N' (2 FLUOROBENZYL)PROLYL] AMINOBENZOPHENON; 2 N [N' (3,4 DICHLOROBENZYL)PROLYL]AMINOBENZOPHENONE; 2 N [N' (3,4 DIMETHYLBENZYL)PROLYLAMINOBENZOPHENONE; BENZOPHENONE; DEHYDROALANINE; NICKEL COMPLEX; SCHIFF BASE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DIASTEREOISOMER; MICHAEL ADDITION; NONHUMAN; NUCLEOPHILICITY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

EID: 78649804485     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2010.10.015     Document Type: Article

References (31)

1. For reviews see: Sadovnikova, M. S.; Belikov, V. M. Application of Amino Acids in Industry and Pharmacology; M. ONTITEM microbioprom., 1977.
2. Y. Izumi, and I. Chibata Angew. Chem., Int. Ed. Engl. 17 1978 176 183
3. R.M. Williams Synthesis of Optically Active Amino Acids 1989 Pergamon Press Oxford
4. C. Cativiela, and M.D. Díaz de Villegas Tetrahedron: Asymmetry 11 2000 645 732
5. C. Cativiela, and M.D. Diaz de Villegas Tetrahedron: Asymmetry 9 1998 3517 3599
6. T. Wirth Angew. Chem., Int. Ed. 36 1997 225 227
7. M. North Contemp. Org. Synth. 3 1996 323 343
8. R.O. Duthaler Tetrahedron 50 1994 1539 1650
9. D.J. Ager, and S.A. Laneman H.U. Blaser, E. Schmidt, Asymmetric Catalysis on Industrial Scale 2004 Wiley-VCH Weinheim 259
10. T. Abellán, R. Chinchilla, N. Galindo, G. Guillena, C. Nájera, and J.M. Sansano Eur. J. Org. Chem. 2000 3034 3041
11. M.J. O'Donnell Acc. Chem. Res. 37 2004 506 517
12. L. Aurelio, R.T.C. Brownlee, and A.B. Hughes Chem. Rev. 104 2004 5823 5846
13. B. Lygo, and B.I. Andrews Acc. Chem. Res. 37 2004 518 525
14. K. Maruoka, and T. Ooi Chem. Rev. 103 2003 3013 3028
15. J.-A. Ma Angew. Chem., Int. Ed. 42 2003 4290 4299
16. S. Kotha Acc. Chem. Res. 36 2003 342 351
17. C. Nájera, and J.M. Sansano Chem. Rev. 107 2007 4584 4671
18. For reviews see: A. Viso, R. Fernandez de la Pradilla, A. Garcia, and A. Flores Chem. Rev. 105 2005 3167 3196 and references cited therein
19. P.A. Cox, S.A. Banack, and S.J. Murch Proc. Natl. Acad. Sci. 100 2003 13380 13383
20. H. Yoshioka, T. Akoi, H. Goko, K. Nakatsu, T. Noda, M. Sukakibara, T. Take, A. Nagata, J. Abe, T. Wakamiya, T. Shiba, and T. Kaneko Tetrahedron Lett. 12 1971 2043 2046
21. T. Yakita, Y. Muraoka, T. Yoshioka, A. Fuji, and H. Umezawa J. Antibiot. 25 1972 755
22. A. Guna, A.K. Mishra, and G. Nanda Trans. Rose Res. Inst. 45 1992 57 62
23. Nakayama, K.; Kase, H. Patent Jpn., No. 1342308, 1971.
24. J.B. Lambertine, A.W. Coulier, and P. Talalay Mol. Pharmacol. 6 1970 481 489
25. A.S. Saghiyan, A.E. Avetisyan, S.M. Djamgaryan, L.R. Djilavayan, E.A. Gyulumyan, S.K. Grigoryan, N.M. Kuźmina, S.A. Orlova, N.S. Ikonnikov, V.S. Larichev, V.I. Tararov, and Y.N. Belokoń Russ. Chem. Bull. 46 1997 483 486
26. A.S. Saghiyan, A.V. Geolchanyan, S.M. Djamgaryan, S.M. Vardapetyan, V.I. Tararov, N.A. Kuźmina, N.S. Ikonnikov, Y.N. Belokoń, and M. North Russ. Chem. Bull., Int. Ed. 49 2000 1460 1463
27. A.S. Saghiyan, A.V. Geolchanyan, S.G. Petrosyan, T.V. Chochikyan, V.S. Haroutyunyan, A.A. Avetisyan, Y.N. Belokon, and K. Fisher Tetrahedron: Asymmetry 15 2004 705 711
28. A.S. Saghiyan, S.A. Dadayan, S.G. Petrosyan, L.L. Manasyan, A.V. Geolchanyan, S.M. Djamgaryan, S.A. Andreasyan, V.I. Maleev, and V.N. Khrustalev Tetrahedron: Asymmetry 17 2006 455 467
29. A.S. Saghiyan, L.L. Manasyan, A.V. Geolchanyan, A.M. Hovhannisyan, T.V. Ghochikyan, V.S. Haroutunyan, A.A. Avetisyan, K.S. Mirzoyan, V.I. Maleev, and V.N. Khrustalev Tetrahedron: Asymmetry 17 2006 2743 2753
30. A.S. Saghiyan, S.A. Dadayan, A.S. Dadayan, T.O. Sargsyan, A.V. Geolchanyan, T.V. Chochikyan, G.A. Panosyan, V.N. Khrustalev, and V.I. Maleev Chem. J. Armenia 62 2009 117 131
31. E. Pfammatter, and D. Seebach Liebigs. Ann. Chem. 1991 1323 1325