Regioselective bisaddition to C60 with bis(β-keto esters)

Tetrahedron Letters

Volumn 39, Issue 18, 1998, Pages 2747-2750

  Nierengarten, Jean François ^a   Felder, Delphine ^a   Nicoud, Jean Françoisfs ^a  

^a INSTITUT DE PHYSIQUE ET CHIMIE DES MATÉRIAUX DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

IODINE; TOLUENE;

ARTICLE; CONFORMATIONAL TRANSITION; COVALENT BOND; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0032580515     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00301-3     Document Type: Article

References (21)

1. 1. a) Hawkins, J. M.; Meyer, A.; Lewis, T. A.; Bunz, U.; Nunlist, R.; Ball, G. E.; Ebbesen, T. W.; Tanigaki, K.; J. Am. Chem. Soc. 1992, 114, 7954-7955;
2. b) Hirsch, A.; Lamparth, I.; Karfunkel, H. R. Angew. Chem. Int. Ed. Engl. 1994, 33, 437-438;
3. c) Wilson, S. R.; Lu, Q. Tetrahedron Lett. 1995, 36, 5707-5710;
4. d) Djojo, F.; Herzog, A.; Lamparth, I.; Hampel, F.; Hirsch, A.; Chem. Eur. J. 1996, 2, 1537-1547.
5. 2. Isaacs, L.; Haldimann, R. F.; Diederich, F. Angew. Chem. Int. Ed. Engl. 1994, 33, 2339-2342.
6. 3 a) Nierengarten, J.-F.; Gramlich, V.; Cardullo, F.; Diederich, F. Angew. Chem. Int. Ed. Engl. 1996, 35, 2101-2103;
7. b) Nierengarten, J.-F.; Herrmann, A.; Tykwinski, R. R.; Rüttimann, M.; Diederich, F.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M. Helv. Chim. Acta 1997, 80, 293-316;
8. c) Nierengarten, J.-F.; Habicher, T.; Kessinger, R.; Cardullo, F.; Diederich, F.; Gramlich, V.; Gisselbrecht, J.-P.; Boudon, C.; Gross, M. Helv. Chim. Acta 1997, 80, 2238-2276.
9. 4. a) Dong, G.-X.; Li, J.-S.; Chan, T.-H. J. Chem. Soc., Chem. Commun. 1995, 1725-1726;
10. b) Nakamura, E.; Isobe, H.; Tokuyama, H.; Sawamura, M. J. Chem. Soc., Chem. Commun. 1996, 1747-1748;
11. c) Shen, C. K.-F.; Chien, K.-M.; Juo, C.-G.; Her, G.-R.; Luh, T.-Y. J. Org. Chem. 1996, 61, 9242-9244;
12. d) Taki, M.; Sugita, S.; Nakamura, Y.; Kasashima, E.; Yashima, E.; Okamoto, Y.; Nishimura, J. J. Am. Chem. Soc. 1997, 119, 926-932.
13. 5 a) Hirsch, A.; Lamparth, I.; Grösser, T.; Karfunkel, H. R. J. Am. Chem. Soc. 1994, 116, 9385-9386;
14. b) Kräutler, B.; Müller, T.; Maynollo, J.; Gruber, K.; Kratky, C.; Ochsenbein, P.; Schwarzenbach, D.; Bürgi, H.-B. Angew. Chem. Int. Ed. Engl. 1996, 35, 1204-1206;
15. c) Cardullo, F.; Isaacs, L.; Diederich, F.; Gisselbrecht, J.-P.; Boudon, C.; Gross, M. J. Chem. Soc., Chem. Commun. 1996, 797-799;
16. d) Schwenninger, R.; Müller, T.; Kräutler, B. J. Am. Chem. Soc. 1997, 119, 9317-9318
17. 6. Bingel, C. Chem. Ber. 1993, 126, 1957-1959.
18. 7. a) Bingel C. presentation at the meeting New Perspectives in Fullerene Chemistry and Physics, Rome (Italy), 1994;
19. b) Nierengarten, J.-F.; Nicoud, J.-F. Tetrahedron Lett. 1997, 38, 7737-7740.
20. 8. Camps, X.; Hirsch, A. J. Chem. Soc., Perkin Trans. 1 1997, 1595-1596.
21. 9. For a general article on alkylation of dianions of β-keto esters, see Huckin, S. N., Weiler, L. J. Am. Chem. Soc. 1974, 96, 1082-1087.