The First Observation of Syn-Anti Dichotomy in the Formation of (π-AllyI)palladium Complexes

Journal of the American Chemical Society

Volumn 111, Issue 13, 1989, Pages 4981-4982

  Starý, Ivo ^a   Kočovský, Pavel ^a  

^a INSTITUTE OF MATHEMATICS   (Czech Republic)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000491494     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00195a063     Document Type: Article

References (11)

1. For reviews, see: (a) Trost, B. M. Tetrahedron 1977, 33, 371. (b) Trost, B. M. Acc. Chem. Res. 1980, 13, 385. (c) Trost, B. M. Pure Appl. Chem. 1981, 53, 2357. (d) Tsuji, J. Tetrahedron 1986, 42, 4361. (e) Tsuji, J.; Minami, I. Acc. Chem. Res. 1987, 20, 140. (f) Bäckvall, J.-E. Acc. Chem. Res. 1983, 16, 335. (g) Bäckvall, J.-E. Pure Appl. Chem. 1983, 55, 1669. (h) Tsuji, J. Organic Synthesis with Palladium Compounds; Springer Verlag; Heidelberg, 1980. (i) Heck, R. F. Palladium Reagents in Organic Synthesis; Academic Press: London, 1985.
2. (a) Trost, B. M.; Strege, P. E. J. Am. Chem. Soc. 1975, 97, 2534. (b) Trost, B. M.; Verhoeven, T. R. J. Org. Chem. 1976, 41, 3215. (c) Hayashi, T.; Hagihara, T.; Konishi, M.; Kumada, M. J. Am. Chem. Soc. 1983, 105, 7767. (d) Bäckvall, J.-E.; Nordberg, R. E.; Björkman, E. E.; Moberg, C. J. Chem. Soc., Chem. Commun. 1980, 943. (e) Bäckvall, J. E.; Nordberg, R. E.; Wilhelm, D. J. Am. Chem. Soc. 1985, 107, 6892. (f) Bäckvall, J.-E.; Nystrom, J.-E.; Nordberg, R. E. J. Am. Chem. Soc. 1985, 107, 3676. (g) Fiaud, J.-C.; Aribi-Zouioueche, L. J. Chem. Soc., Chem. Commun. 1986, 390.
3. (a) Temple, J. S.; Riediker, M.; Schwartz, J. J. Am. Chem. Soc. 1982, 104, 1310. (b) Labadie, J. W.; Stille, J. K. J. Am. Chem. Soc. 1983, 105, 6129. (c) Sheffy, F. K.; Godschalx, J. P. J. Am. Chem. Soc. 1984, 106, 4833. (d) Goliaszewski, A.; Schwartz, J. J. Am. Chem. Soc. 1984, 106, 5028. (e) Goliaszewski, A.; Schwartz, J. Organometallics 1985, 4, 417. (f) Temple, J. S.; Schwartz, J. J. Am. Chem. Soc. 1980, 102, 7381.
4. Matsushita, H.; Negishi, E. J. Chem. Soc., Chem. Commun. 1982, 160.
5. Fiaud, J.-C.; Legros, J.-Y. J. Org. Chem. 1987, 52, 1907.
6. (a) Gallina, C.; Ciattini, P. G. J. Am. Chem. Soc. 1979, 101, 1035. (b) Goering, H. L.; Kantner, S. S.; Tseng, C. C. J. Org. Chem. 1983, 48, 715. (c) Goering, H. L.; Singleton, V. D., Jr. J. Org. Chem. 1983, 48, 1531. (d) Tseng, C. C.; Paisley, S. D.; Goering, H. L. J. Org. Chem. 1986, 51, 2884. (e) Tseng, C. C.; Yen, S.-J.; Goering, H. L. J. Org. Chem. 1986, 51, 2892 and references cited therein.
7. Jarolim, T.; Podlahová, J. J. Inorg. Nucl. Chem. 1976, 38, 125.
8. Terashima, S.; Takano, N.; Koga, K. J. Chem. Soc., Chem. Commun. 1980, 1026.
9. (a) Martin, V. S.; Woodard, S. S.; Katsuki, T.; Yamada, Y.; Ikeda, M.; Sharpless, K. B. J. Am. Chem. Soc. 1981, 103, 6237.
10. Partridge, S. M.; Phillips, H. J. Chem. Soc. 1936, 85.
11. For a recent report of syn substitution of aliphatic allylic acetate catalyzed by Mo(0), see: Faller, J. W.; Linebarrier, D. Organometallics 1988, 7, 1670.