Synthesis of β-ketophosphonates with electron rich β-aryl groups as useful organophosphorus reagents in lignans synthesis

Tetrahedron

Volumn 65, Issue 20, 2009, Pages 4017-4024

  Koprowski, Marek ^a   Szymańska, Dorota ^a   Bodzioch, Agnieszka ^a   Marciniak, Bernard ^b   Rózycka Sokołowska, Ewa ^b   Bałczewski, Piotr ^a,b  

^a CENTRE OF MOLECULAR AND MACROMOLECULAR STUDIES   (Poland)

^b JAN DLUGOSZ UNIVERSITY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

LIGNAN; ORGANOPHOSPHORUS COMPOUND; OXIDIZING AGENT;

ARTICLE; CHEMICAL STRUCTURE; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 64649094682     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.03.025     Document Type: Article

References (42)

1. Mikołajczyk M., and Bałczewski P. In: Majoral J.-P. (Ed). Topics in Current Chemistry Vol. 223 (2002), Springer, Berlin, Heidelberg 161-214
2. Nicolaou K.C., Härter M.W., Gunzner J.L., and Nadin A. Liebigs Ann./Recueil (1997) 1283-1301
3. Jacobson H.I., Griffin M.J., Preis S., and Jensen E.V. J. Am. Chem. Soc. 79 (1957) 2608-2612
4. Cotton F.A., and Schunn R.A. J. Am. Chem. Soc. 85 (1963) 2394-2402
5. Mathey F., and Savignac P. Tetrahedron 34 (1978) 649-654
6. Genov D.G., and Tebby J.C. J. Org. Chem. 61 (1996) 2454-2459
7. Bałczewski P., and Pietrzykowski W.M. Tetrahedron 52 (1996) 13681-13694
8. Truel I., Mohamed-Hachi A., About-Jaudet E., and Collignon N. Synth. Commun. 27 (1997) 297-302
9. Obayashi M., Ito E., Matsui K., and Kondo K. Tetrahedron Lett. 23 (1982) 2323-2326
10. Piettre S.R., Girol C., and Schelcher C.G. Tetrahedron Lett. 37 (1996) 4711-4712
11. Faucher A.-M., White P.W., Brochu C., Grand-Maitre C., Rancourt J., and Fazal G. J. Med. Chem. 47 (2004) 18-21
12. Snyder C.D., Bondinell W.E., and Rapoport H. J. Org. Chem. 36 (1971) 3951-3960
13. Ganzhorn A.J., Hoflack J., Pelton P.D., Strasser F., Chanal M.-Ch., and Piettre S.R. Bioorg. Med. Chem. 6 (1998) 1865-1874
14. Colvin E.W., and Hamill B.J. J. Chem. Soc., Perkin Trans. 1 (1977) 869-874
15. Mualler E.L., Modro A.M., and Modro T.A. Org. Prep. Proced. Int. 31 (1999) 216-220
16. In: Ayers D.C., and Loike J.D. (Eds). Lignans: Chemical, Biological and Clinical Properties (1990), Cambridge University Press, Cambridge; New York, NY
17. Coleman R.S., Gurrala S.R., Mitra S., and Raao A. J. Org. Chem. 70 (2005) 8932-8941
18. Robinson, R. Proc. Univ. Durham Phil. Soc. 1927-1928, 8, 14-59;
19. Haworth R.D. Ann. Rep. Prog. Chem. 33 (1936) 266-279
20. Corey E.J., and Suggs J.W. Tetrahedron Lett. (1975) 2647-2650
21. Piancatelli G., Scettri A., and D'Auria M. Synthesis (1982) 245-258
22. Vanden E.J.J., Mayence A., and Maquestiau A. Tetrahedron 48 (1992) 463-468
23. Cainelli G., and Cardillo G. Chromium Oxidations in Organic Chemistry (1984), Springer, New York, NY
24. Regen S.L., and Koteel Ch. J. Am. Chem. Soc. 99 (1977) 3837-3838
25. Shaabani A., Mirzaei P., Naderi S., and Lee D.G. Tetrahedron 60 (2004) 11415-11420
26. Shaabani A., and Lee D.G. Tetrahedron Lett. 42 (2001) 5833-5836
27. Kiasat A.R., Kazemi F., and Nourbakhsh K. Synth. Commun. 35 (2005) 1555-1558
28. Santaniello E., Ponti F., and Manzocchi A. Synthesis (1978) 534
29. Lou J.-D. Synth. Commun. 19 (1989) 1841-1846
30. Singh R.P., Subbarao H.N., and Dev S. Tetrahedron 35 (1979) 1789-1793
31. Gruttadauria M., Liotta L.F., Deganello G., and Noto R. Tetrahedron 59 (2003) 4997-5002
32. Mardani H.R., and Golchoubian H. Tetrahedron Lett. 47 (2006) 2349-2352
33. Bovicelli P., Bernini R., Antonioletti R., and Mincione E. Tetrahedron Lett. 43 (2002) 5563-5567
34. Trahanovsky W.S., Brown G.L., and Young B.L. J. Org. Chem. 32 (1967) 3865-3868
35. Ho T.-L. Synthesis (1973) 347-354
36. Ho T.-L. Synthesis (1978) 936-937
37. Ozanne A., Pouysegu L., Depernet D., Francois B., and Quideau S. Org. Lett. 5 (2003) 2903-2906
38. Cossy J., Bouzbouz S., Lachgar M., Hakiki A., and Tabyaoui B. Tetrahedron Lett. 39 (1998) 2561-2564
39. Fatiadi A.J. Synthesis (1976) 65-104
40. Fatiadi A.J. Synthesis (1976) 133-167
41. Bernstein J., Davis R.E., Shimoni L., and Chang N.-L. Angew. Chem., Int. Ed. Engl. 34 (1995) 1555-1573
42. Sheldrick G.M. Acta Crystallogr. A 64 (2008) 112-122