Efficient synthesis of ω-functionalized nonanoic acids

Synthesis

Volumn , Issue 3, 1997, Pages 328-332

  Cotarca, L ^a   Delogu, P ^a   Maggioni, P ^a   Nardelli, A ^a   Bianchini, R ^a   Sguassero, S ^a  

^a Direzione Ricerca   (Italy)

Author keywords

1,9 nonanedioic acid; 7 ( cyanoethyl) oexpan 2 one; 9 aminononanoic acid; catalytic cyanoethylation; cyclohexaneperoxycarboxylic acid; substituted nonenoic acids

Indexed keywords

FATTY ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030908520     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-4462     Document Type: Article

References (42)

1. Kohan, M. I. In Ullmann's Encyclopedia of Industrial Chemistry, 5th ed.; Elvers, B.; Hawkins, S.; Schulz, G., Eds.; Verlag Chemie: Weinheim, 1992; Vol. 21, p 179.
2. (a) Cornils, B.; Lappe, P. In Ullmann's Encyclopedia of Industrial Chemistry, 5th ed.; Kandy, L.; Pfefferkorn, R.; Rounsaville, J. F., Eds.; Verlag Chemie: Weinheim, 1987; Vol. A8, p 523.
3. (b) Brockmann, R.; Demmering, G.; Kreutzer, U.; Lindemann, M.; Plachenka, J.; Steinberger, U. In Ullmann's Encyclopedia of Industrial Chemistry, 5th ed.; Kandy, L.; Pfefferkorn, R.; Rounsaville, J. F., Eds.; Verlag Chemie: Weinheim, 1987; Vol. A10, p 245.
4. (c) Klamann, D. In Ullmann's Encyclopedia of Industrial Chemistry, 5th ed.; Elvers, B.; Hawkins, S.; Schulz, G.; Verlag Chemie: Weinheim, 1990; Vol. A15, p 423.
5. Lin, K. F. In Kirk-Othmer Encyclopedia of Chemical Technology, 4th ed.; Howe-Grant, Ed.; Wiley: New York, 1992; Vol. 2, p 53.
6. (a) Matsumoto, I.; Hidaka, H.; Ito, Y.; Aoki, N. G.B. Patent 1498996 (1978); Chem. Abstr. 1978, 89, 108193.
7. (b) Kaplan, J.-P. Ger. Offen. DE 3 242 442 (1983); Chem. Abstr. 1983, 99, 104980.
8. (a) Goebel, C. G. U.S. Patent 2 813 113 (1957); Chem. Abstr. 1958, 52, 2431.
9. (b) Bogdanova, N. A.; Kolesov, M. L. Zh. Khim. Promisl. 1978, 4, 49; Chem. Abstr. 1978, 88, 191525.
10. (b) Bogdanova, N. A.; Kolesov, M. L. Zh. Khim. Promisl. 1978, 4, 49; Chem. Abstr. 1978, 88, 191525.
11. (c) Heins, A.; Withaus, M. Henkel-Referate 1984, 20, 42.
12. Baruch, J. Ber. Dtsch. Chem. Ges. 1894, 27, 175.
13. Asahi Chem. Ind., Belgian Patent, 627 723 (1963); Chem. Abstr. 1964, 60, 9154.
14. Jegorow, A. J. Prakt. Chem. 1932, 86, 530.
15. Pollart, K. A.; Miller, R. E. J. Am. Chem. Soc. 1962, 27, 2392.
16. Miller, W. R.; Pryde, E. H.; Moore, D. J.; Awl, R. A. Amer. Chem. Soc. Div. Org. Coatings Plast. Chem. Preprints 1967, 27, 160.
17. (a) Kohlhase, W. L.; Pryde, E. H.; Cowan, J. C. J. Amer. Oil Chem. Soc. 1970, 47, 183.
18. (b) Kohlhase, W. L.; Pryde, E. H.; Cowan J. C. ibid. 1971, 48, 265.
19. Miller, W. R.; Pryde, E. H.; Awl, R. A.; Kohlhase, W. L.; Moore, D. J. Ind. Eng. Chem. Prod. Res. Develop. 1971, 4, 442; Chem. Abstr. 1972, 76, 73553.
20. Miller, W. R.; Pryde, E. H.; Awl, R. A.; Kohlhase, W. L.; Moore, D. J. Ind. Eng. Chem. Prod. Res. Develop. 1971, 4, 442; Chem. Abstr. 1972, 76, 73553.
21. Perkins, R. B.; Roden, J. J.; Pryde, E. H. J. Am. Oil. Chem. Soc. 1975, 52, 473.
22. Pied, J.-P. Annal. Chim. 1960, 469; Chem. Abstr. 1962, 56, 7490.
23. Pied, J.-P. Annal. Chim. 1960, 469; Chem. Abstr. 1962, 56, 7490.
24. Baoren, W.; Yuhuai, W.; Youxiong, W. Gaofenzi Tongxun 1984, 1, 27; Chem. Abstr. 1984, 101, 8575.
25. Baoren, W.; Yuhuai, W.; Youxiong, W. Gaofenzi Tongxun 1984, 1, 27; Chem. Abstr. 1984, 101, 8575.
26. (a) Pfau, M., Ughetto-Monfrin, J., Tetrahedron 1979, 35, 1899.
27. (b) Pfau, M., Tomas, A., Lim, S., Revial, G., J. Org. Chem. 1995, 60, 1143.
28. (a) Stork, G., Terrell, R., Szmuszkovitz, J., J. Am. Chem. Soc. 1954, 76, 2029.
29. (b) Stork, G., Landesman, H. K., J. Am. Chem. Soc. 1956, 78, 5129.
30. (c) Stork, G.; Brizzolara, A.; Landesman, H.; Szmuszkovitz, J.; Terrell, R. J. Am. Chem. Soc. 1963, 85, 207.
31. (a) Whitesell, J. K.; Whitesell, M. A. Synthesis 1983, 517.
32. (b) Hickmott, W. P.; Rae, B.; Pienaar, D. H. S. Afr. J. Chem. 1988, 4, 85; Chem. Abstr. 1989, 111, 6644.
33. (b) Hickmott, W. P.; Rae, B.; Pienaar, D. H. S. Afr. J. Chem. 1988, 4, 85; Chem. Abstr. 1989, 111, 6644.
34. (c) Mammadi, M.; Villemin, D. Synth. Commun. 1996, 26, 2901.
35. Krimm, H., U.S. Patent 2 850 519 (1958); Chem. Abstr. 1959, 53, 14026a.
36. (a) Cotarca, L.; Bianchini, R. PCT Int. Appl. WO 91 29 294 (1994); Chem. Abstr. 1995, 122, 187420.
37. (b) Cotarca, L.; Maggioni, P.; Nardelli, A.; Sguassero, S. PCT Int. Appl. WO 94 29 258 (1994); Chem. Abstr. 1995, 122, 186960.
38. Klenk, H.; Gotz, P. H.; Siegmeier, R.; Mayr, W. In Ullmann's Encyclopedia of Industrial Chemistry, Elvers, B.; Hawkins, S.; Schulz, G.; Eds.; Verlag Chemie: Weinheim, 1991; Vol. A19, p 199.
39. Swern, D.; Clements, A. H.; Luong, T. M. Anal. Chem. 1969, 41, 412.
40. Wertz, D. H.; Allinger, N. L. J. Org. Chem. 1977, 42, 698.
41. Bailey, W. J.; Bird, C. N. J. Org. Chem. 1977, 42, 3895.
42. Ritter, F. O. J. Chem. Educ. 1953, 30, 39.