Studies on the reduction of β-enamino ketones

Journal of the Brazilian Chemical Society

Volumn 17, Issue 7, 2006, Pages 1440-1442

  Machado, Melina A ^a   Harris, Maria Inês N C ^a   Braga, Antonio C H ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

Author keywords

Amino alcohols; Amino ketones; Enamino ketones; Mannich base

Indexed keywords

EID: 33845466367     PISSN: 01035053     EISSN: 01035053     Source Type: Journal    
DOI: 10.1590/S0103-50532006000700036     Document Type: Article

References (10)

1. Harris, M. I. N. C.; Braga, A. C. H.; J. Braz. Chem. Soc. 2004, 15, 971;
2. Harris, M. I. N. C.; Ph.D. Thesis, Universidade Estadual de Campinas, Brazil, 1993;
3. Braga, A. C. H.; Harris, M. I. N. C.; Br PI 9.502.467-0, 1995. (CA 128:243740).
4. For a comprehensive review of uses of borohydrides in carboxylic acid media see; Gribble, G. W.; Nutaitis, C. F.; Org. Prep. Proced. Int. 1985, 17, 317;
5. Gribble, G. W.; Chem. Soc. Rev. 1998, 27, 395.
6. For a better understanding of this reactivity, theoretical studies are in progress.
7. When sodium borohydride is added to excess acetic acid, hydrogen is liberated rapidly. The species in this reaction has been suggested to be sodium triacetoxyborohydride.
8. Marchini, P.; Liso, G.; Reho, A.; J. Org. Chem. 1975, 40, 3453.
9. Evans, D. A.; Chapman, K. T.; Carreira, E. M.; J. Am. Chem. Soc. 1988, 110, 3560.
10. Palmieri, G.; Cimarelli, C.; Arkivoc 2006, 104.