Amide and lactam hydrolysis of N-(2-hydroxyacetyl)-2-pyrrolidone: Effective catalysis

Journal of Physical Organic Chemistry

Volumn 19, Issue 11, 2006, Pages 737-743

  Borboa, Lisaedy García ^a   Núñez, Oswaldo ^a  

^a UNIVERSIDAD SIMÓN BOLÍVAR   (Venezuela)

Author keywords

Amide; Catalysis; Cyclol; Hydrolysis; Lactam; Macrocycle; Open form; Stable tetrahedral intermediate

Indexed keywords

AMIDES; CARBOXYLIC ACIDS; CHEMICAL BONDS; HYDROLYSIS; PROTONATION; RATE CONSTANTS;

CYCLOL; LACTAM; MACROCYCLE; STABLE TETRAHEDRAL INTERMEDIATES;

KETONES;

EID: 33847630702     PISSN: 08943230     EISSN: 10991395     Source Type: Journal    
DOI: 10.1002/poc.1067     Document Type: Article

References (14)

1. Tineo E, Pekerar SV, Núñez O. J. Chem. Soc. Perkin Trans. 2 2002; 244-246.
2. Guedez T, Núñez A, Tineo E, Núñez O. J. Chem. Soc. Perkin Trans. 2 2002; 2078-2082.
3. Núñez O, Rodríguez J, Angulo L. J. Phys. Org. Chem. 1993; 7: 80-89.
4. Imming P, Klar B, Dix D. J. Med. Chem. 2000; 43: 4328-1331.
5. Ghosh M, Conroy JL, Seto CT. Angew. Chem. Int. Ed. 1999; 38(4): 514-516.
6. Groves JT, Baron LA. J. Am. Chem. Soc. 1989; 111: 5442-5448.
7. Carrieri P, Spire B, Duran S, Katlama C, Peyramond D, Francois C, Chene G, Lang JM, Moatti JP, Leport C. J. Acquir. Immune Defic. Syndr. 2003; 32: 38-47.
8. Dunn B. Chem. Rev. 2002; 102: 4431-4468.
9. Griot R, Frey A. Tetrahedron 1963; 19: 1661-1673.
10. Glosoe P, Long F. J. Phys. Chem. 1960; 64: 188-190.
11. Fox JP, Jencks WP. J. Am Chem. Soc. 1974; 96: 1436-1449.
12. Ritchie CD, Sager WF. Progr. Phys. Org. Chem. 1964; 2: 323-456.
13. Fife TH. Acc. Chem. Res. 1993; 26: 325-331.
14. Núñez O. Acta Científica Venezolana 1989; 40: 301-302.