Enantioselective ortho-lithiation of substituted ferrocenes

Journal of Organic Chemistry

Volumn 61, Issue 3, 1996, Pages 1172-1174

  Nishibayashi, Yoshiaki ^a   Arikawa, Yasuyoshi ^a   Ohe, Kouichi ^a   Uemura, Sakae ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001091432     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9516345     Document Type: Article

References (14)

1. For a review. Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, 1995 and references therein.
2. For an example: Sawamura, M.; Ito, Y. Chem. Rev. 1992, 92, 867.
3. Diastereoselective lithiation of chiral ferrocenes. (a) Marquarding, D.; Klusacek, H.; Gokel, G.; Hoffmann, P.; Ugi, I. J. Am. Chem. Soc. 1970, 92, 5389. (b) Riant, O.; Samuel, O.; Kagan, H. B. J. Am. Chem Soc. 1993, 115, 5835. (c) Rebiere, F.; Riant, O.; Ricard, L.; Kagan, H. B Angew. Chem., Int. Ed. Engl. 1993, 32, 568. (d) Richards, C. J.; Damalidis, T.; Hibbs, D E.; Hursthouse, M. B. Synlett 1995, 74. (e) Sammakia, T.; Latham, H. A.; Schaad, D. R. J. Org. Chem. 1995, 60, 10. (f) Nishibayashi, Y.; Uemura, S. Synlett 1995, 79.
4. Diastereoselective lithiation of chiral ferrocenes. (a) Marquarding, D.; Klusacek, H.; Gokel, G.; Hoffmann, P.; Ugi, I. J. Am. Chem. Soc. 1970, 92, 5389. (b) Riant, O.; Samuel, O.; Kagan, H. B. J. Am. Chem Soc. 1993, 115, 5835. (c) Rebiere, F.; Riant, O.; Ricard, L.; Kagan, H. B Angew. Chem., Int. Ed. Engl. 1993, 32, 568. (d) Richards, C. J.; Damalidis, T.; Hibbs, D E.; Hursthouse, M. B. Synlett 1995, 74. (e) Sammakia, T.; Latham, H. A.; Schaad, D. R. J. Org. Chem. 1995, 60, 10. (f) Nishibayashi, Y.; Uemura, S. Synlett 1995, 79.
5. Diastereoselective lithiation of chiral ferrocenes. (a) Marquarding, D.; Klusacek, H.; Gokel, G.; Hoffmann, P.; Ugi, I. J. Am. Chem. Soc. 1970, 92, 5389. (b) Riant, O.; Samuel, O.; Kagan, H. B. J. Am. Chem Soc. 1993, 115, 5835. (c) Rebiere, F.; Riant, O.; Ricard, L.; Kagan, H. B Angew. Chem., Int. Ed. Engl. 1993, 32, 568. (d) Richards, C. J.; Damalidis, T.; Hibbs, D E.; Hursthouse, M. B. Synlett 1995, 74. (e) Sammakia, T.; Latham, H. A.; Schaad, D. R. J. Org. Chem. 1995, 60, 10. (f) Nishibayashi, Y.; Uemura, S. Synlett 1995, 79.
6. Diastereoselective lithiation of chiral ferrocenes. (a) Marquarding, D.; Klusacek, H.; Gokel, G.; Hoffmann, P.; Ugi, I. J. Am. Chem. Soc. 1970, 92, 5389. (b) Riant, O.; Samuel, O.; Kagan, H. B. J. Am. Chem Soc. 1993, 115, 5835. (c) Rebiere, F.; Riant, O.; Ricard, L.; Kagan, H. B Angew. Chem., Int. Ed. Engl. 1993, 32, 568. (d) Richards, C. J.; Damalidis, T.; Hibbs, D E.; Hursthouse, M. B. Synlett 1995, 74. (e) Sammakia, T.; Latham, H. A.; Schaad, D. R. J. Org. Chem. 1995, 60, 10. (f) Nishibayashi, Y.; Uemura, S. Synlett 1995, 79.
7. Diastereoselective lithiation of chiral ferrocenes. (a) Marquarding, D.; Klusacek, H.; Gokel, G.; Hoffmann, P.; Ugi, I. J. Am. Chem. Soc. 1970, 92, 5389. (b) Riant, O.; Samuel, O.; Kagan, H. B. J. Am. Chem Soc. 1993, 115, 5835. (c) Rebiere, F.; Riant, O.; Ricard, L.; Kagan, H. B Angew. Chem., Int. Ed. Engl. 1993, 32, 568. (d) Richards, C. J.; Damalidis, T.; Hibbs, D E.; Hursthouse, M. B. Synlett 1995, 74. (e) Sammakia, T.; Latham, H. A.; Schaad, D. R. J. Org. Chem. 1995, 60, 10. (f) Nishibayashi, Y.; Uemura, S. Synlett 1995, 79.
8. Diastereoselective lithiation of chiral ferrocenes. (a) Marquarding, D.; Klusacek, H.; Gokel, G.; Hoffmann, P.; Ugi, I. J. Am. Chem. Soc. 1970, 92, 5389. (b) Riant, O.; Samuel, O.; Kagan, H. B. J. Am. Chem Soc. 1993, 115, 5835. (c) Rebiere, F.; Riant, O.; Ricard, L.; Kagan, H. B Angew. Chem., Int. Ed. Engl. 1993, 32, 568. (d) Richards, C. J.; Damalidis, T.; Hibbs, D E.; Hursthouse, M. B. Synlett 1995, 74. (e) Sammakia, T.; Latham, H. A.; Schaad, D. R. J. Org. Chem. 1995, 60, 10. (f) Nishibayashi, Y.; Uemura, S. Synlett 1995, 79.
9. (a) Price, D.; Simpkins, N. S. J. Org. Chem. 1994, 59, 1961.
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11. (c) Uemura, M.; Hayashi, Y.; Hayashi, Y. Tetrahedron: Asymmetry 1994, 5, 1427.
12. Hayashi, T.; Mise, T.; Fukushima, M.; Kagotani, M.; Nagashima, N.; Hamada, Y.; Matsumoto, A.; Kawakami, S.; Konishi, M.; Yamamoto, K., Kumada, M. Bull. Chem. Soc. Jpn. 1980, 53, 1138.
13. For an example: Snieckus, V. Chem. Rev. 1990, 90, 879.
14. Moore, M. L. Org. React. 1949, 5, 323.