A general method for the synthesis of the most powerful naturally occurring Maillard flavors

Tetrahedron

Volumn 63, Issue 22, 2007, Pages 4762-4767

  Fuganti, Claudio ^a   Gatti, Francesco G ^a   Serra, Stefano ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

2 ACETYL 1 PYRROLINE; 2 ACETYL 2 THIAZOLINE; 2 ACETYL 3,4,5,6 TETRAHYDROPYRIDINE; 2 ACETYL 5,6 DIHYDRO 4H 1,3 THIAZINE; 2 PROPIONYL 1 PYRROLINE; 2 PROPIONYL 2 THIAZOLINE; FLAVORING AGENT; IMINE; PYRIDINE DERIVATIVE; PYRROLINE DERIVATIVE; SELENIUM DERIVATIVE; SULFUR; THIAZINE DERIVATIVE; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; FLAVOR; GLYCATION; OXIDATION; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 34247363203     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.03.089     Document Type: Article

References (27)

1. For an exhaustive review on these compounds, see:. Adams A., and De Kimpe N. Chem. Rev. 106 (2006) 2299-2319
2. Allured's Flavor and Fragrance Materials (2004), Allured Publishing, Carol Stream, IL p 505
3. Buttery R.G., Ling L.C., Juliano B.O., and Turnbaugh J.C. J. Agric. Food Chem. 31 (1983) 823-826
4. Büchi G., and Wüst H. J. Org. Chem. 36 (1971) 609
5. Srinivas, P; Gurudutt, K. N. U.S. Patent 6,723,856, 2004;
6. Chem. Abstr. 140 (2004) 321720
7. Hofmann T., and Scieberle P. J. Agric. Food Chem. 46 (1998) 616-619
8. De Kimpe N., Stevens C., and Keppens M. J. Agric. Food Chem. 41 (1993) 1458-1461
9. Duby, P.; Huynh-Ba, T., European Patent 0545085 A1, 1993;
10. Chem. Abstr. 119 (1993) 138068
11. Harrison T.J., and Dake G.R. J. Org. Chem. 70 (2005) 10872-10874
12. Rewicki D., Tressl R., Ellerbeck U., Kersten E., Burgert W., Gorzynski M., Hauck R.S., and Helak B. In: Schreir P., and Winter Halter P. (Eds). Progress in Flavor Precursor Studies (1993), Allured Publishing, Carol Stream, IL 301
13. Favino T., Fronza G., Fuganti C., Fuganti D., Grasselli P., and Mele. J. Org. Chem. 61 (1996) 8975-8979
14. De Kimpe N., Stevens C., and Keppens M.J. J. Agric. Food Chem. 61 (1996) 1515-1519
15. Doornbos T., and Peer H.G. Recl. Trav. Chim. Pays-Bas 91 (1972) 711-728
16. Copier, H.; Herman, C.; Tonsbeek, T. U.S. Patent 3,678,064, 1970.
17. Fernandez X., Fellous R., and Duñach E. Tetrahedron Lett. 41 (2000) 3381-3384
18. Martin H., and Herrmann R. Z. Naturforsch., B: Chem. Sci. 41B (1986) 1260-1264
19. Giovannini A., Savoia D., and Umani-Rochi A. J. Org. Chem. 54 (1989) 228-234
20. Rudolph A.C., Machauer R., and Martin S.F. Tetrahedron Lett. 45 (2004) 4895-4898
21. Khun R., and Drawert F. Liebigs Ann. Chem. 590 (1954) 55-71
22. Maguet M., Poirier Y., and Guglielmetti R. Bull. Soc. Chim. Fr. II (1978) 568-574
23. Kodama Y., Ori M., and Nishio T. Helv. Chim. Acta 88 (2005) 187-193
24. Umbreit M.A., and Sharpless K.B. J. Am. Chem. Soc. 99 (1977) 5526-5528
25. Tehrani K.A., Borreamans D., and De Kimpe N. Tetrahedron 55 (1999) 4123-4152
26. Asensio G., Gonzales-Nunez M.E., Bernardini C.B., Mello R., and Adam W. J. Am. Chem. Soc. 115 (1993) 7250-7253
27. 3 was added.