Palladium-catalyzed asymmetric allylic alkylation with an indenide

Tetrahedron Asymmetry

Volumn 15, Issue 3, 2004, Pages 545-548

  Hayashi, Tamio ^a   Suzuka, Toshimasa ^a   Okada, Atsushi ^a   Kawatsura, Motoi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIPHENYL 2 PROPENYL ACETATE; ALLYL COMPOUND; BENZENE DERIVATIVE; CARBONIC ACID DERIVATIVE; CESIUM; CESIUM CARBONATE; INDENE DERIVATIVE; INDENIDE; PALLADIUM; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; ASYMMETRIC CATALYSIS; CATALYST; CHIRALITY; PRIORITY JOURNAL; STEREOCHEMISTRY; SUBSTITUTION REACTION; SYNTHESIS;

EID: 0742324505     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2003.11.028     Document Type: Article

References (28)

1. For reviews: Tsuji J. Acc. Chem. Res. 2:1969;144.
2. Tsuji J. Pure Appl. Chem. 54:1982;197.
3. Trost B.M., Verhoeven T.R. Wilkinson G., Stone F.G.A., Abel E.W. Comprehensive Organometallic Chemistry. Vol. 8:1982;799-938 Pergamon, Oxford.
4. Heck R.F. Palladium Reagents in Organic Synthesis. 1985;Academic, New York.
5. Tsuji J. J. Organomet. Chem. 300:1986;281.
6. Tsuji J., Minami I. Acc. Chem. Res. 20:1987;140.
7. Consiglio G., Waymouth R.M. Chem. Rev. 89:1989;257.
8. Tsuji J. Organic Synthesis with Palladium Compounds. 1990;Springer, New York.
9. Godleski S. Trost B.M., Fleming I., Semmelhack M.F. Comprehensive Organic Synthesis. Vol. 4:1991;585-659 Pergamon, Oxford.
10. Tsuji J. Palladium Reagents and Catalysts. 1995;John Wiley and Sons, Chichester.
11. For reviews: Trost B.M., Chulbom L. Ojima I. Catalytic Asymmetric Synthesis. 2nd ed. 2000;593 VCH, New York.
12. Pfaltz A., Lautens M. Jacobsen E.N., Pfaltz A., Yamamoto H. Comprehensive Asymmetric Catalysis. Vol. 2:1999;Springer, Berlin. Chapter 24.
13. Trost B.M., Vranken D.L.V. Chem. Rev. 96:1996;395.
14. Hayashi T. Ojima I. Catalytic Asymmetric Synthesis. 1993;325 VCH, New York.
15. Frost C.G., Howarth J., Williams J.M.J. Tetrahedron: Asymmetry. 3:1992;1089.
16. For the use of cyclopentadienide anion for the allylic substitution: Fiaud J.C., Malleron J.L. Tetrahedron Lett. 21:1980;4437.
17. Nyström J.E., Vagberg J.O., Söderberg B.C. Tetrahedron Lett. 32:1991;5247.
18. Fiaud J.C., Malleron J.L. Tetrahedron Lett. 22:1981;1399.
19. Fiaud J.C., Legros J.Y. J. Org. Chem. 52:1987;1907.
20. See also Fiaud J.C., Denner B., Malleron J.L. J. Organomet. Chem. 291:1985;393.
21. Suzuka T., Kawatsura M., Okada A., Hayashi T. Tetrahedron: Asymmetry. 14:2003;511.
22. Trost B.M., Verhoeven T.R. J. Org. Chem. 41:1976;3215.
23. Sprinz J., Helmchen G. Tetrahedron Lett. 34:1993;1769.
24. Matt P., Pfaltz A. Angew. Chem., Int. Ed. Engl. 32:1993;566.
25. Dawson G.J., Frost C.G., Williams J.M.J., Coote S.J. Tetrahedron Lett. 34:1993;3149.
26. Hayashi T., Yamamoto A., Ito Y., Nishioka E., Miura H., Yanagi K. J. Am. Chem. Soc. 111:1989;6301.
27. Sprinz J., Kiefer M., Helmchen G., Reggelin M., Huttner G., Walter O., Zsolnai L. Tetrahedron Lett. 35:1994;1523.
28. Helmchen G., Pfaltz A. Acc. Chem. Res. 33:2000;336.