Collect. Czech. Chem. Commun.
2002, 67, 1658-1668
https://doi.org/10.1135/cccc20021658
Pd-Catalyzed Cross-Coupling Reaction of Sterically Hindered Vinyl Iodides and Organozinc Reagents. Synthesis of Vitamin D Analogues with an Aromatic Ring Attached at C-17
Agnieszka Przezdziecka, Alicja Kurek-Tyrlik and Jerzy Wicha*
Institute of Organic Chemistry, Polish Academy of Sciences, POB 58, 01-224 Warszawa 42, Poland
References
1. D. H. R., O’Brien R. E., Sternhell S.: J. Chem. Soc. 1962, 470.
<https://doi.org/10.1039/jr9620000470>
2. D. H. R., Bashiardes G., Fourrey J. L.: Tetrahedron 1988, 44, 147.
<https://doi.org/10.1016/S0040-4020(01)85102-4>
3. Diederich F., Stang P. J. (Eds): Metal-Catalyzed Cross-Coupling Reactions. Wiley-VCH, Weinheim 1998.
4. G. A., Hardcastle I. R., Jarman M.: Org. Prep. Proced. Int. 1997, 29, 123.
<https://doi.org/10.1080/00304949709355175>
5. A., Moreno C. M., Gonzalez R. R., Hernandez C. T.: J. Chem. Res., Synop. 1998, 760.
<https://doi.org/10.1039/a807130f>
6. A. M., Stille J. K.: J. Am. Chem. Soc. 1988, 110, 1557.
<https://doi.org/10.1021/ja00213a032>
7. R., Szekvolgyi Z., Kollar L., Berente Z., Horvath J., Tuba Z.: Tetrahedron 2000, 56, 3415.
<https://doi.org/10.1016/S0040-4020(00)00241-6>
8. Z., Skoda-Foldes R., Kollar L., Berente Z., Horvath J., Tuba Z.: Tetrahedron 2000, 56, 5253.
<https://doi.org/10.1016/S0040-4020(00)00435-X>
9. B., Uhlig E., Doering M., Kosemund D.: J. Prakt. Chem. Chem. Zeit. 1993, 439.
<https://doi.org/10.1002/prac.19933350508>
10. W., Morera E., Ortar G.: J. Org. Chem. 1985, 50, 1990.
<https://doi.org/10.1021/jo00211a045>
11. G. A., Barrie S. E., Jarman M., Rowlands M. G.: J. Med. Chem. 1995, 38, 2463.
<https://doi.org/10.1021/jm00013a022>
12. E. C., Hilton P. J., Jones K., Romero F.: Tetrahedron Lett. 2001, 42, 9081.
<https://doi.org/10.1016/S0040-4039(01)01980-3>
13. C. S., Chung S. R.: Bull. Korean Chem. Soc. 1998, 19, 719.
14. E., King A. O., Okukado N.: J. Org. Chem. 1977, 42, 1821.
<https://doi.org/10.1021/jo00430a041>
15. P., Perea J. J. A., Jones P.: Tetrahedron 1998, 54, 8275.
<https://doi.org/10.1016/S0040-4020(98)00318-4>
16. B., Xu Y.: Tetrahedron Lett. 1992, 33, 511.
17. For a preliminary report on this work, see: Kurek-Tyrlik A., Przedziecka A., Wicha J.: Chem. Listy, Symposia 1999, 93, 47.
18. A., Stepanenko W., Wicha J.: Tetrahedron: Asymmetry 1999, 10, 1589.
<https://doi.org/10.1016/S0957-4166(99)00142-1>
19. H. C., Okamoto Y., Ham G.: J. Am. Chem. Soc. 1957, 79, 1906.
<https://doi.org/10.1021/ja01565a037>
20. R., Knochel P.: J. Am. Chem. Soc. 1998, 120, 11186.
<https://doi.org/10.1021/ja982520o>
21. C. E., Majid T. N., Knochel P.: J. Am. Chem. Soc. 1992, 114, 3983.
<https://doi.org/10.1021/ja00036a060>
22. M., Barrie S. E., Llera J. M.: J. Med. Chem. 1998, 41, 5375.
<https://doi.org/10.1021/jm981017j>
23. J., Masnyk M.: Heterocycles 1981, 16, 521.
<https://doi.org/10.3987/R-1981-04-0521>
24. J., Masnyk M., Duddeck H.: Bull. Pol. Acad. Sci., Chem. 1984, 32, 75.
25. E. C., Wong, G. S.: J. Org. Chem. 1989, 54, 3618.
<https://doi.org/10.1021/jo00276a023>

