Lanthanoid-catalysed Tishchenko reaction of mono- or di-aldehydes

Tetrahedron

Volumn 52, Issue 12, 1996, Pages 4291-4302

  Onozawa, Shun Ya ^a   Sakakura, Toshiyasu ^a   Tanaka, Masato ^a   Shiro, Motoo ^b  

^a NATL INST OF MAT AND CHEM RES   (Japan)

^b RIGAKU CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ESTER DERIVATIVE; MACROCYCLIC COMPOUND;

ARTICLE; CATALYSIS; CRYSTALLOGRAPHY; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029865610     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00101-9     Document Type: Article

References (27)

1. a) Molander, G. A. Chem. Rev. 1992, 92, 29-68.
2. b) Schaverien, C. J. Adv. Organometal. Chem. 1994, 36, 283-362.
3. a) Sakakura, T.; Lautenschlager, H. -J.; Tanaka, M. Chem. Lett. 1991, 913-916.
4. b) Sakakura, T.; Lautenschlager, H. J.; Tanaka, M. J. Chem. Soc., Chem. Commun. 1991, 40-41.
5. a) Kobayashi, T-a.; Sakakura, T.; Hayashi, T.; Yumura, M.; Tanaka, M. Chem. Lett. 1991, 913-916.
6. c) Onozawa, S-y.; Sakakura, T.; Tanaka, M. Chem. Lett. 1994, 531-534.
7. d) Onozawa, S-y.; Sakakura, T.; Tanaka, M. Tetrahedron Lett. 1994, 35, 8177-8180.
8. A part of preliminary results have been reported by the authors; see 2c.
9. a) Child, W. C.; Adkins, H. J. Am. Chem. Soc. 1925, 47, 798-807.
10. b) Lin, B. I.; Day, A. R. ibid. 1947, 69, 2605-2607.
11. c) Ogata, Y.; Kawasaki, A.; Kishi, I. Tetrahedron 1967, 23, 825-830.
12. Ln: a) Yokoo, K.; Mine, N.; Taniguchi, H.; Fujiwara, Y. J. Organomet. Chem. 1985, 279, C19-C21. Zr and Hf:
13. b) Morita, K-I.; Nishiyama, Y.; Ishii, Y. Organometallics 1993, 12, 3748-3752. Ru:
14. c) Ito, T.; Horino, H.; Koshiro, Y.; Yamamoto, A. Bull. Chem. Soc. Jpn. 1982, 55, 504-512. Fe:
15. d) Yamashita, M.; Ohishi, T. Appl. Organomet. Chem. 1993, 7, 357-361. W:
16. e) Villacorta, G. M.; Fillippo, Jr., J. S. J. Org. Chem. 1983, 45, 1151-1154. Ir:
17. f) Bernard, K. A.; Atwood, J. D. Organometallics 1988, 7, 235-236. Also see:
18. g) Evans, D. A.; Hoveyda, A. H. J. Am. Chem. Soc. 1990, 112, 6447-6449.
19. h) Uenishi, J.; Masuda, S.; Wakabayashi, S. Tetrahedron Lett. 1991, 38, 5097-5100.
20. Yamashita, M.; Watanabe, Y.; Mitsudo, T-a.; Takegami, Y. Bull. Chem. Soc. Jpn. 1976, 49, 3597-3600.
21. 2. See 5e.
22. Jeske, G.; Lauke, H.; Mauermann, H.; Swepston, P. N.; Schumann, H.; Marks, T. J. J. Am. Chem. Soc. 1985, 107, 8091-8103.
23. Corriu, R. J. P.; Moreau, J. J. E. J. Organomet. Chem. 1976, 114, 135-144.
24. Tamara, Y.; Yamada, Y.; Inoue, K.; Yamamoto, Y.; Yoshida, Z-i. J. Org. Chem. 1983, 48, 1286-1292.
25. Vladmir, V. G.; Howard, A. J. Org. Chem. 1991, 56, 5159-5161.
26. SIR88: Burla, M. C.; Camalli, M.; Cascarano, G.; Giacovazzo, C.; Polidori, G.; Spagna, R; Viterbo, D. J. Appl. Crtst. 1989, 22, 389-303.
27. Crystal Structure Analysis Package, Molecular Structure Corporation (1985 & 1992).