Metallo-phosphorylation of alkynes: Reaction of alkynes with Cp 2Zr(1-butene)(PR3) and chlorophosphate

Chemical Communications

Volumn , Issue 21, 2003, Pages 2736-2737

  Lai, Chunbo ^a   Xi, Chanjuan ^a   Chen, Chao ^a   Ma, Mingming ^a   Hong, Xiaoyin ^a  

^a TSINGHUA UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; CHLOROPHOSPHATE; FUNCTIONAL GROUP; PHOSPHATE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG; ZIRCONIUM DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DERIVATIZATION; METALLOPHOSPHORYLATION; PHOSPHORYLATION; REACTION ANALYSIS;

EID: 0242609847     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b308595c     Document Type: Article

References (30)

1. (a) I. T. Minam and J. Motoyoshsiya, Synthesis, 1992, 333;
2. (b) K. Afarinkia, H. M. Binch and C. Modi, Tetrahedron Lett., 1998, 39, 7419;
3. (c) S. Megati, S. Phadtare and J. Zemlicka, J. Org. Chem., 1992, 57, 2320;
4. (d) H. B. Lazrek, A. Rochdi, H. Khaider, J. L. Barascut, J. L. Imbach, J. Balzarini, M. Witvrouw, C. Pannecouque and E. De Clerq, Tetrahedron, 1998, 54, 3807.
5. (a) L.-B. Han and M. Tanaka, J. Am. Chem. Soc., 1996, 118, 1571;
6. (b) C.-Q. Zhao, L.-B. Han and M. Tanaka, Angew. Chem., Int. Ed., 2001, 40, 1929.
7. (a) L.-B. Han, N. Choi and M. Tanaka, J. Am. Chem. Soc., 1996, 118, 7000;
8. (b) L.-B. Han and M. Tanaka, Chem. Lett., 1999, 863;
9. (c) A. Allen, Jr., D. R. Manke and W. Lin, Tetrahedron Lett., 2000, 41, 151.
10. (a) S. Deprèle and J.-L. Montchamp, J. Am. Chem. Soc., 2002, 124, 9386;
11. (b) A. Allen, Jr., L. Ma and W. Lin, Tetrahedron Lett., 2002, 43, 3707.
12. T. Takahashi, C. Xi, Y. Ura and K. Nakajima, J. Am. Chem. Soc., 2000, 122, 3228.
13. (a) E. Negishi, F. E. Cederbaum and T. Takahashi, Tetrahedron Lett., 1986, 27, 2829;
14. (b) S. L. Buchwald and B. T. Watson, J. Am. Chem. Soc., 1987, 109, 2544;
15. (c) E. Negishi, S. L. Holmes, J. M. Tour, J. A. Miller, F. E. Cederbaum, D. R. Swanson and T. Takahashi, J. Am. Chem. Soc., 1989, 111, 3336.
16. T. Takahashi, D. R. Swanson and E. Negishi, Chem. Lett., 1987, 623.
17. (a) C. Benezra, Tetrahedron. Lett., 1961, 51, 4471;
18. (b) C. I. Sainz-Diaz, E. Gàlvez-Ruano, A. Hernandez-laguna and J. Bellanalo, J. Org. Chem., 1995, 60, 74;
19. (c) H.-J. Cristau, X. Y. Mbianda, Y. Beziat and M.-B. Gasc, J. Organomet. Chem., 1997, 529, 301.
20. (a) G. Erker and K. Kropp, J. Am. Chem. Soc., 1979, 101, 3659;
21. (b) W. A. Nugent and J. C. Calabrese, J. Am. Chem. Soc., 1984, 106, 6422;
22. (c) E. Negishi, S. J. Holmes, J. M. Tour and J. Miller, J. Am. Chem. Soc., 1985, 107, 2568;
23. (d) S. L. Buchwald, B. T. Watson and J. C. Huffman, J. Am. Chem. Soc., 1986, 108, 7411;
24. (e) S. L. Buchwald, B. T. Watson, R. T. Lum and W. A. Nugent, J. Am. Chem. Soc., 1987, 109, 7137;
25. (f) P. J. Pagan and W. A. Nugent, J. Am. Chem. Soc., 1988, 110, 2310;
26. (g) B. C. V. Wagene and T. Livinghouse, Tetrahedron Lett., 1989, 30, 3495;
27. (h) S. L. Buchwald, R. T. Lum and J. C. Dewan, J. Am. Chem. Soc., 1991, 113, 258.
28. C. Xi, M. Ma and X. Li, Chem. Commun., 2001, 2554.
29. (a) M.-P. Teulade and P. Savignac, Tetrahedron Lett., 1987, 28, 405;
30. (b) B. Iorga, L. Ricard and P. Savignac, J. Chem. Soc., Perkin Trans. 1, 2000, 3311.