Behaviour of enaminomalonates and enamidomalonates under various reductive conditions: a novel synthetic approach to N-acetyl-N-aryl β-amino acids

Tetrahedron Letters

Volumn 49, Issue 16, 2008, Pages 2631-2633

  Solčan, Tomáš ^a   Jakubec, Pavol ^a   Prónayová, Nadežda ^a   Milata, Viktor ^a  

^a SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

Author keywords

Amino acid; Deprotection; Enaminoester; Reduction

Indexed keywords

AMINE; BETA AMINO ACID; ESTER DERIVATIVE; MALONIC ACID DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHIRALITY; DEPROTECTION REACTION; HYDROGENATION; REDUCTION; SYNTHESIS;

EID: 40849111238     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.02.078     Document Type: Article

References (16)

1. In: Juaristi E. (Ed). Enantioselective Synthesis of β-Amino Acids (1997), Wiley-VCH, New York
2. Liu M., and Sibi P. Tetrahedron 58 (2002) 7991
3. Milata V. Aldrichim. Acta 34 (2001) 20
4. Aliaz M., Girón J., Hidalgo F.J., de la Maza M.P., Millán F., Zamora R., and Vique E. Synthesis (1989) 544
5. Gomez-Sánchez A., Borrachero P., and Bellanato J. Carbohydr. Res. 135 (1984) 101
6. Mellino D.G., Cvetovich R.J., Ryan K., and Sletzinger M. J. Org. Chem. 51 (1986) 1498
7. Melilo D.G., Shinkai I., Liu T., Ryan K., and Sletzinger M. Tetrahedron Lett. 21 (1980) 2783
8. Cohen S.G., Sprinzak Y., and Khedouri E. J. Am. Chem. Soc. 83 (1961) 4225
9. Černuchová P., Vo-Thanh G., Milata V., and Loupy A. Heterocycles 64 (2004) 177
10. McKennon M.J., Meyers A.I., Drauz K., and Schwarm M. J. Org. Chem. 58 (1993) 3568
11. Profitt J.A., and Watt D.S. J. Org. Chem. 40 (1975) 127
12. Shvo Y., and Shanan-Aditi H. J. Am. Chem. Soc. 91 (1969) 6683
13. Ouali S., Vaultier M., and Carrie R. Bull. Soc. Chim. Fr. 5 (1985) 809
14. Sibi M.P., and Asano Y. J. Am. Chem. Soc. 123 (2001) 9708
15. Momose T., Tanaka T., Yokota T., Nagamoto N., and Yamada K. Chem. Pharm. Bull. 26 (1978) 2224
16. 3O), 127.8, 128.0, 129.6, 142.4 (C-Ar), 167.9 (2 × C{double bond, long}O), 170.7 (C{double bond, long}O).