Zeolite-catalyzed macrolactonization of ω-hydroxyalkanoic acids in a highly concentrated solution

Tetrahedron Letters

Volumn 39, Issue 3-4, 1998, Pages 293-296

  Ookoshi, Tooru ^a   Onaka, Makoto ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC CARBOXYLIC ACID; ALPHA HYDROXYALKANOIC ACID DERIVATIVE; LACTONE DERIVATIVE; UNCLASSIFIED DRUG; ZEOLITE;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0032518792     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10545-7     Document Type: Article

References (13)

1. 1. (a) Stoll, M.; Rouve, A., Helv. Chim.Acta, 1934, 17, 1283.
2. (b) Stoll, M.; Rouve, A.; Stol-Comte, G., ibid., 1934, 17, 1289.
3. (c) Stoll, M.; Gardner, R. E., ibid., 1934, 17, 1609.
4. 2. Steliou, K.; Szczygielska-Nowosielska, A.; Favre, A.; Poupart, M. A.; Hansessian, S., J. Am. Chem. Soc., 1980, 102, 7578.
5. 3. Hill, J. W.; Carothers, W. H., J. Am. Chem. Soc., 1933, 55, 5031.
6. 4. Narasaka, K.; Masui, T.; Mukaiyama, T., Chem. Lett., 1977, 763.
7. 5. Shiina, I.; Mukaiyama, T., Chem. Lett., 1994, 677.
8. 6. Mukaiyama, T.; Izumi, J.; Shiina, I., Chem. Lett., 1997, 187.
9. 7. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H., J. Org. Chem., 1996, 61, 4560.
10. 8. Tatsumi, T.; Sakashita, H.; Asano, K., J. Chem. Soc., Chem. Commun., 1993, 1264.
11. 9. All lactone products were identified by NMR, IR, and MS.
12. 10. We set a Soxlet's extractor between a reaction flask and a reflux condenser, and placed molecular sieves 3A in the extractor to absorb water included in the condensed solvent.
13. 11. Meier, W. M.; Olson, D. H., Atlas of zeolite structure types, Butterworth-Heinemann, London, 1992.