A new environmentally benign catalytic process for the asymmetric synthesis of lactones: Synthesis of the flavouring δ-decalactone molecule

Advanced Synthesis and Catalysis

Volumn 346, Issue 2-3, 2004, Pages 257-262

  Corma, Avelino ^a   Iborra, Sara ^a   Mifsud, María ^a   Renz, Michael ^a   Susarte, Manuel ^b  

^a CSIC   (Spain)

^b Acedesa Takasago   (Spain)

Author keywords

Baeyer Villiger oxidation; Heterogeneous catalysis; Hydrogen peroxide; Tin; Zeolites; decalactone

Indexed keywords

LACTONE DERIVATIVE;

ARTICLE; ASYMMETRIC SYNTHESIS; BAEYER VILLIGER REACTION; CATALYSIS; CATALYST; CHEMICAL REACTION; DEGRADATION KINETICS; ENANTIOMER; REACTION ANALYSIS;

EID: 1942471021     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200303234     Document Type: Article

References (35)

1. a) A. Corma, H. García, Chem. Rev. 2002, 102, 3837-3892;
2. b) A. Corma, H. García, Chem. Rev. 2003, 103, 4307-4365.
3. M. Taramasso, G. Perego, B. Notari, US Patent 4,410,501, 1983.
4. a) M. Costantini, J.-L. Guth, A. Lopez, J.-M. Popa, Eur. Patent 0466545, 1991;
5. b) N. K. Mal, V. Ramaswamy, S. Ganapathy, A. V. Ramaswamy, J. Chem. Soc. Chem. Commun. 1994, 1933-1934;
6. c) N. K. Mal, V. Ramaswamy, S. Ganapathy, A. V. Ramaswamy, Appl. Catal. A: Gen. 1995, 125, 233-245;
7. d) N. K. Mal, A. V. Ramaswamy, J. Mol. Catal. A: Chem. 1996, 105, 149-158.
8. K. Chaundhari, T. K. Das, P. R. Rajmohanan, K. Lazar, S. Sivasanker, A. J. Chandwadkar, J. Catal. 1999, 183, 281-291.
9. N. K. Mal, A. Bhaumik, V. Ramaswamy, A. A. Belhekar, A. V. Ramaswamy, St. Surf. Sci. Catal. 1995, 94, 317-324.
10. R. Klaewkla, S. Kulprathipanja, P. Rangsunvigit, T. Rirksomboon, L. Nemeth, Chem. Commun. 2003, 1500-1501.
11. a) A. Corma, M. E. Domina, S. Valencia, J. Catal. 2003, 215, 294-304;
12. b) A. Corma, M. E. Domina, L. Nemeth, S. Valencia, J. Am. Chem. Soc. 2002, 124, 3194-3195.
13. a) A. Corma, L. T. Nemeth, M. Renz, S. Valencia, Nature 2001, 412, 423-425;
14. b) M. Renz, T. Blasco, A. Corma, V. Fornés, R. Jensen, L. Nemeth, Chem. Eur. J. 2002, 8, 4708-4717.
15. 2 around 30%.
16. S. Valencia, A. Corma, US Patent 5,968,473, 1999.
17. a) M. Renz, B. Meunier, Eur. J. Org. Chem. 1999, 737-750;
18. b) G. R. Krow, Org. React. 1993, 43, 251-798.
19. A. Corma, S. Iborra, M. Mifsud, M. Renz, J. Catal 2004, 221, 67-76.
20. a) A. Corma, M. T. Navarro, L. Nemeth, M. Renz, Chem. Commun. 2001, 2190-2191;
21. b) A. Corma, M. T. Navarro, M. Renz, J. Catal. 2003, 219, 242-246.
22. a) R. R. Sever, T. W. Root, J. Phys. Chem. B 2003, 107, 10521-10530;
23. b) R. R. Sever, T. W. Root, J. Phys. Chem. B 2003, 107, 10848-10862.
24. K. Bauer, D. Garbe, H. Suburg, Common Fragrance and Flavor Materials; Wiley-VCH, Weinheim, 1997.
25. a) G. Bretler, C. Dean, Eur. Patent 899342, 1998;
26. b) S. Ushiwata, R. Kitazawa, T. Komai, Jap. Patent 10042889, 1996;
27. c) R. Cardillo, C. Fuganti, M. Barbeni, G. Allegrone, Eur. Patent 577463, 1993;
28. d) W. T. A. M. De Laat, P. H. Van der Schaft, Can. Patent 2025678, 1990.
29. R. Kayama, H. Suzuki, Jap. Patent 09104681, 1995.
30. a) D. Lehmann, B. Maas, A. Mosandl, Zeitschrift fuer Lebensmittel- Untersuchung und -Forschung 1995, 201, 55-61;
31. b) S. Hashimoto, S. Hayshi, Y. Ueyama, T. Giga, Jap. Patent 10158257, 1996.
32. H. Nohira, K. Mizuguchi, T. Murata, Y. Yazaki, M. Kanazawa, Y. Aoki, M. Nohira, Heterocycles 2000, 52, 1359-1370.
33. H. Heaney, Aldrichimica Acta 1993, 26, 35-44.
34. Sumitomo Chemical Co., Jap. Patent 56161348, 1981.
35. M. Utaka, H. Watabu, A. Takeda, J. Org. Chem. 1987, 52, 4363-4368.