Organotransition metal modified sugars: Part 27. Stereoselective radical spiro-cycloaddition reactions of Fischer carbene complexes

Journal of Organometallic Chemistry

Volumn 688, Issue 1-2, 2003, Pages 5-10

  Dötz, Karl Heinz ^a   da Silva, Edite Gomes ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

Carbene complexes; Chromium complexes; Organometallic monosaccharides; Radicals; Spirocycloaddition

Indexed keywords

CARBENE; CARBOHYDRATE; CHROMIUM; CYCLOPROPANE DERIVATIVE; HETEROCYCLIC COMPOUND; ORGANOMETALLIC COMPOUND; SPIRO COMPOUND; SUGAR; TRANSITION ELEMENT;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLOADDITION; STEREOCHEMISTRY;

EID: 12144280361     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2003.07.020     Document Type: Article

References (23)

1. Jäkel C. Dötz K.H. Z. Anorg. Allg. Chem. 629 2003 1107
2. For reviews, see: V. Vaillancourt, N.E. Praft, F. Perron, K.F. Albizati, in: J. Apsimon (Ed.), Total Synthesis of Natural Products, vol. 8, Wiley, New York, 1992, pp. 533-691.
3. Boivin T.L.B. Tetrahedron 43 1987 3309
4. A. Srikrishna, S. Nagaraju, S. Venkateswarlu, U.S. Hiremath, T. Jagadeeswar Reddy, P.J. Venugopalan, Chem. Soc. Perkin Trans. I (1999) 2069.
5. Perron F. Albizati K.F. Chem. Rev. 89 1989 1617
6. Kluge A.F. Heterocycles 24 1986 1699
7. Cubero I.I. Lopez Espinosa M.T.P. Kari N. Carbohydr. Res. 268 1995 187
8. van Hooft P.A.V. Leeuwenburgh M.A. Overkleeft H.S. van der Marel G.A. van Boeckel C.A.A. van Boom J.H. Tetrahedron Lett. 39 1989 6061
9. Martin A. Salazar J.A. Suarez E.J. J. Org. Chem. 61 1996 3999
10. Dötz K.H. Gomes da Silva E. Tetrahedron 56 2000 8291
11. For reviews, see: K.H. Dötz, H. Fischer, P. Hofmann, F.R. Kreissl, U. Schubert, K. Weiss, Transition Metal Carbene Complexes, Verlag Chemie, Weinheim, 1983.
12. Wulff W.D., in: Trost B.M. Fleming I. Paquette L.A. (Eds.), Comprehensive Organic Synthesis 5 1999 1065 Pergamon Press Oxford
13. Zaragoza-Dörwald F. Metal Carbenes in Organic Synthesis 1999 Wiley-VCH Weinheim
14. A. de Meijere, H. Schirmer, M. Duetsch, Angew. Chem. 112 (2000) 4124; Angew. Chem. Int. Ed. Engl. 112 (2000) 3964.
15. R. Hoffmann, Angew. Chem. 94 (1982) 725; Angew. Chem. Int. Ed. Engl. 21 (1982) 711
16. F.G.A. Stone, Angew. Chem. 96 (1984) 85; Angew. Chem. Int. Ed. Engl. 96 (1984) 89.
17. Woodworth R.C. Skell P.S. J. Am. Chem. Soc. 79 1957 2542
18. Feldman K.S. Berven H.M. Weinreb P.H. J. Am. Chem. Soc. 115 1993 11364
19. For a review of spiro-lactone cobalt complexes, see: G. Palyi, G. Varadi, L. Marko, in: I. Bernal (Ed.),Stereochemistry of Organometallic and Inorganic Compounds, Elsevier, Amsterdam, 1986, pp. 358-410.
20. Lattuada L. Licandro E. Maiorana S. Pagagni A. Gazz. Chim. It. 123 1993 31
21. Ehlenz R. Neuß O. Teckenbrock M. Dötz K.H. Tetrahedron 53 1997 5143
22. R. Ehlenz, Dissertation, Universität Bonn 1996
23. M. Teckenbrock, Dissertation, Universität Bonn, 1997.