Conclusions
The reactions of organotitanium compounds PhTi(OPr-i)3 and MeTi(OPr-i)3 with allyl acetates, allyl phenyl ethers, allyl aryl sulfones, and allylic tosylates and mesylates are catalyzed by Pd complexes and lead to the formation of cross-coupling products.
Similar content being viewed by others
Literature cited
G. A. Tolstikov and A. N. Kasatkin, Izv. Akad. Nauk SSSR, Ser. Khim., 2835 (1984).
A. N. Kasatkin, A. N. Kulak, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim., 391 (1987).
A. N. Kasatkin, A. N. Kulak, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim., 2527 (1986).
U. Thewalt, editor, Gmelin Handbuch. Titanorganische Verbindungen, 8 Auflage, New York (1977), Vol. 40.
B. Weidmann and D. Seebach, Angew. Chem.,95, 12 (1983).
J. G. Smith, S. E. Drozda, S. P. Petraglia, et al., J. Org. Chem., 49, 4112 (1984).
J. S. Temple and J. Schwartz, J. Am. Chem. Soc., 102, 7381 (1980).
Y. Hayashi, M. Riediker, J. S. Temple, and J. Schwartz, Tetrahedron Lett.,22, 2629 (1981).
B. M. Trost and T. R. Verhoeven, J. Am. Chem. Soc.,102, 4730 (1980).
B. M. Trost and E. Keinan, Tetrahedron Lett.,21, 2595 (1980).
B. Weidmann, L. Widler, A. G. Olivero, et al., Helv. Chim. Acta,63, 2451 (1980).
U. M. Dzhemilev, R. V. Kunakova, and R. L. Gaisin, Izv. Akad. Nauk SSSR, Ser. Khim., 2337 (1983).
U. M. Dzhemilev, V. V. Sidorova, and R. V. Kunakova, Izv. Akad. Nauk SSSR, Ser. Khim., 584 (1983).
J. M. Osbond, J. Chem. Soc., 5270 (1961).
K. R. Bharucha and B. C. L. Weedon, J. Chem. Soc., 1584 (1953).
Beilstein's Handbuch der Organischen Chemie, Supplement III, Vol. 1, p. 840.
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2159–2166, September, 1988.
Rights and permissions
About this article
Cite this article
Kasatkin, A.N., Kulak, A.N., Tolstikov, G.A. et al. Transition metal σ-complexes in organic synthesis. 4. Cross coupling of allyl esters and allyl aryl sulfones with organotitanium compounds in the presence of palladium complexes. Russ Chem Bull 37, 1939–1945 (1988). https://doi.org/10.1007/BF00962520
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00962520