Erratum: Simple methodology for heck arylation at C-8 of adenine nucleosides( Advanced Synthesis and Catalysis (2008) 4 (602-608) (DOI: 10.1002/adsc.200700418));Simple methodology for heck arylation at C-8 of adenine nucleosides

Advanced Synthesis and Catalysis

Volumn 350, Issue 4, 2008, Pages 602-608

  Lagisetty, Pallavi ^a   Zhang, Li ^b   Lakshmana, Mahesh K ^a  

^a CITY COLLEGE OF NEW YORK   (United States)

^b UNIVERSITY OF OKLAHOMA   (United States)

Author keywords

Heck reaction; Nucleosides; Palladium; Phosphanes; Vinyl group; nucleosides; palladium; phosphanes; vinyl group

Indexed keywords

EID: 53849134158     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.201190004     Document Type: Erratum

References (37)

1. rd edn., (Eds.: G. M. Blackburn, M. J. Gait, D. Loakes, D. M. Williams), RSC Publishing, Cambridge, UK, 2006;
2. b) C. Simons, Nucleoside Mimetics: Their Chemistry and Biological Properties, Gordon and Breach, Amsterdam, 2001;
3. c) Perspectives in Nucleoside and Nucleic Acid Chemistry, (Eds.: M. V. Kisakürek, H. Rosemeyer), Verlag Helvetica Chimica Acta, Zurich and Wiley-VCH, Weinheim, 2000;
4. d) R. J. Suhadolnik, Nucleosides and Nucleic Acids as Biological Probes, Wiley, New York, 1979.
5. a) L. A. Agrofoglio, S. P. Nolan, Curr. Top. Med. Chem. 2005, 5, 1541-1558;
6. b) E. Ichikawa, K. Kato, Curr. Med. Chem. 2001, 8, 385-423;
7. c) J. Zemlicka, Pharmacol. Ther. 2000, 85, 251-266;
8. d) D. M. Huryn, M. Okabe, Chem. Rev. 1992, 92, 1745-1768.
9. For reviews, see: a) M. K. Lakshman, Curr. Org. Synth. 2005, 2, 83-112;
10. b) L. A. Agrofoglio, I. Gillaizeau, Y. Saito, Chem. Rev. 2003, 103, 1875-1916;
11. c) M. K. Lakshman, J. Organomet. Chem. 2002, 653, 234-251.
12. a) V. Aucagne, S. Berteina-Raboin, P. Guenot, L. A. Agrofoglio, J. Comb. Chem. 2004, 6, 717-723;
13. b) D. E. Bergstrom, M. K. Ogawa, J. Am. Chem. Soc. 1978, 100, 8106-8112.
14. A. Bråthe, L.-L. Gundersen, F. Rise, A. B. Eriksen, A. V. Vollsnes, L. Wang, Tetrahedron 1999, 55, 211-228.
15. T. Tobrman, D. Dvořák, Tetrahedron Lett. 2004, 45, 273-276.
16. J. B. Shaab, B. D. Buzzeo, L. Ng, J. D. Corbin, J. Biol. Chem. 1991, 266, 24320-24326.
17. R. A. Anderson, D. J. Graves, Biochemistry 1973, 12, 1895-1900.
18. R. M. Moriarty, W. R. Epa, A. K. Awasthi, Tetrahedron Lett. 1990, 31, 5877-5880.
19. a) S. Manfredini, P. G. Baraldi, R. Bazzanini, M. Marangoni, D. Simoni, J. Balzarini, E. De Clercq, J. Med. Chem. 1995, 38, 199-203;
20. b) G. Sági, L. Ötvös, S. Ikeda, G. Andrei, R Snoeck, E. De Clercq, J. Med. Chem. 1994, 37, 1307-1311;
21. c) A. A. Van Aerschot, P. Mamos, N. J. Weyns, S. Ikeda, E. De Clercq, P. A. Herdewijn, J. Med. Chem. 1993, 36, 2938-2942;
22. d) P. Mamos, A. A. Van Aerschot, N. J. Weyns, P. A. Herdewijn, Tetrahedron Lett. 1992, 33, 2413-2416.
23. C. B. Ziegler, Jr., R. F. Heck, J. Org. Chem. 1978, 43, 2941-2946.
24. W. A. Herrmann, C. Brossmer, K. Ufele, C.-P. Reisinger, T. Priermeier, M. Beller, H. Fischer, Angew. Chem. 1995, 107, 1989-1992;
25. Angew. Chem. Int. Ed. Engl. 1995, 34, 1844-1848.
26. M. R. Netherton, G. C. Fu, Org. Lett. 2001, 3, 4295-4298.
27. C. Yi, R. Hua, Tetrahedron Lett. 2006, 47, 2573-2576.
28. Y. Ben-David, M. Portnoy, M. Gozin, D. Milstein, Organometallics 1992, 11, 1995-1996.
29. K. Selvakumar, A. Zapf, M. Beller, Org. Lett. 2002, 4, 3031-3033.
30. cis=12.2-12.8 Hz. The vinyl protons of the trans-isomers were more downfield shifted than those of the cis.
31. For reviews, see: a) A. R. Muci, S. L. Buchwald, Top. Curr. Chem. 2002, 219, 131-209;
32. b) B. H. Yang, S. L. Buchwald, J. Organomet. Chem. 1999, 576, 125-146;
33. c) J. F. Hartwig, Acc. Chem. Res. 1998, 31, 852-860;
34. d) J. F. Hartwig, Angew. Chem. 1998, 110, 2154-2177;
35. Angew. Chem. Int. Ed. 1998, 37, 2046-2067.
36. F. N. Ngassa, K. A. DeKorver, T. S. Melistas, E. A.-H. Yeh, M. K. Lakshman, Org. Lett. 2006, 8, 4613-4616.
37. N. Kohyama, T. Katashima, Y. Yamamoto, Synthesis 2004, 2799-2804.