Diallylic sulfides as key structures for carotenoid syntheses

Journal of Organic Chemistry

Volumn 64, Issue 21, 1999, Pages 8051-8053

  Choi, Hojin ^a   Ji, Minkoo ^a   Park, Minsoo ^a   Yun, In Kyun ^a   Oh, Seong Soo ^a   Baik, Woonphil ^a   Koo, Sangho ^a  

^a Myong Ji University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALDEHYDE; BETA CAROTENE; CAROTENOID; POLYENE; SULFIDE; SULFUR DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CONJUGATION; OXIDATION; SPECTROSCOPY; SYNTHESIS;

EID: 0032694486     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990987r     Document Type: Article

References (15)

1. (a) Isler, O. Pure Appl. Chem. 1979, 51, 447-462. (b) Widmer, E. Pure Appl. Chem. 1985, 57, 741-752. (c) Bernhard, K.; Mayer, H. Pure Appl. Chem. 1991, 63, 35-44. (d) Paust, J. Pure Appl. Chem. 1991, 63, 45-58.
2. (a) Pommer, H.; Kühn, R. Angew. Chem. I960, 72, 911-915. (b) Pommer, H.; Nürrenbach, A. Pure Appl. Chem. 1975,43, 527-551. (c) Pommer, H. Angew. Chem. 1977, 89, 437-443.
3. Isler, O.; Lindlar, H.; Montavon, M.; Rüegg, R.; Zeller, P.; Helv. Chim. Acta 1956, 39, 249-259.
4. (a) Julia, M.; Arnould, D. Bull Soc. Chim. Fr. 1973, 743-746.
5. (b) Julia, M.; Arnould, D. Bull. Soc. Chim. Fr. 1973, 746-750. (c) Olson, G. L.; Cheung, H.-C.; Morgan, K. D.; Neukom, C.; Saucy, G. J. Org. Chem. 1976, 41, 3287-3293. (d) Manchand, P. S.; Rosenberger, M.; Saucy, G.; Wehrli, P. A.; Wong, H.; Chambers, L.; Ferro, M. P.; Jackson, W. Helv. Chim. Acta 1976, 59, 387-396. (e) Fischli, A.; Mayer, H.; Simon, W.; Stoller, H.-J. Helv. Chim. Acta 1976, 59, 397-405. (f) Uneyama, K.; Torii, S. Chem. Lett. 1977,39-40. (g) Otera, J.; Misawa, H.; Mandai, T.; Oishi, T.; Suzuki, S.; Fujita, Y. Chem. Lett. 1985,1883-1886. (h) Otera, J.; Misawa, H.; Onishi, T.; Suzuki, S.; Fujita, Y. J. Org. Chem. 1986, 51, 3834-3838. (i) Hagen, J.; Klaus, K.; Manfred, H. Eur. Pat. 523 534, 1992.
6. (a)Buchta, E.; Andrée, F. Ann. 1961, 640, 29-37; Chem. Abstr. 1961, 55, 16417b. (b) Surmatis, J. D.; Ofner, A. J. Org. Chem. 1961, 26, 1171-1173; Chem. Abstr. 1961, 55, 18802h.
7. (a) Matsuyama, H.; Miyazawa, Y.; Takei, Y.; Kobayashi, M. Chem. Lett. 1984, 833-836.
8. (b) Julia, M.; Lavé, D.; Mulhauser, M.; Ramirez-Munoz, M.; Uguen, D. Tetrahedron Lett. 1983,24,1783-1786.
9. Näf, F.; Decorzant, R.; Escher, S. D. Tetrahedron Lett. 1982, 23, 5043-5046.
10. Eletti-Bianchi, G.; Centini, F.; Re, L. J. Org. Chem. 1976, 41, 1648-1650.
11. (a) Oroshnik, W.; Mallory, R. A. J. Am. Chem. Soc. 1950, 72, 4608-4613. (b) Pope, G. A. Brit. Pat. 978,892,1962; Chem. Abstr. 1965, 62, 7648a.
12. Büchi, G.; Freidinger, R. M. J. Am. Chem. Soc. 1974,96, 3332-3333.
13. Balicki, R.; Kaczmarek, L.; Nantka-Namirski, P. J. Prakt. Chem. 1993, 335, 209-210.
14. Meyers, C. Y.; Malte, A. M.; Matthews, W. S. J. Am. Chem. Soc. 1969, 91, 7510-7512.
15. (a)Paust, J.; Reif, W.; Schumacher, H. LiebigsAnn. Chem. 1976, 2194-2205. (b) Hagen, J.; Joachim, P. Ger. Pat. 29 17 413, 1979.