An efficient approach to dihydrofuroflavonoids via palladium-catalyzed annulation of 1,3-dienes by 0-iodoacetoxyflavonoids

Advanced Synthesis and Catalysis

Volumn 346, Issue 13-15, 2004, Pages 1854-1858

  Rozhkov, Roman V ^a   Larock, Richard C ^a  

^a IOWA STATE UNIVERSITY   (United States)

Author keywords

Annulation; Catalysis; Dihydrofuroflavanone; Dihydrofuroflavone; Dihydrofuroisoflavone; Homogeneous; Palladium

Indexed keywords

ALKENE DERIVATIVE; FLAVANOID; PALLADIUM;

ANNULATION REACTION; ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 12344297454     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200404226     Document Type: Article

References (23)

1. a) B. A. Bohm, Introduction to Flavonoids; Gordon and Breach, Amsterdam, 1998;
2. b) C. A Rice-Evans, L. Packer, Flavonoids in Health and Disease; M. Dekker, New York, 1998;
3. c) J. B. Harborn, H. Baxter, The Handbook of Natural Flavonoids; J. Wiley & Sons, New York, 1999;
4. d) W. Li, P. Xiao, R. Zhang, Phytochemistry 1995, 38, 807;
5. e) B. T. Ngadjui, E. Dongo, H. Tamboue, K. Fogue, B. M. Abegaz, Phytochemistry 1999, 50, 1401;
6. f) B. T. Ngadjui, S. F. Kouam, E. Dongo, G. M. F. Kapche, B. M. Abegaz, Phytochemistry 2000, 55, 915.
7. Y. M. Syah, S. A. Achmad, E. L. Ghisalberti, E. H. Hakim, L. Makmur, D. Mujahidin, Fitoterapia 2001, 72, 765.
8. J. Takashima, S. Asano, A. Ohsaki, Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 2000, 42, 487; Chem. Abstr. 2000, 135, 104986.
9. J. Takashima, S. Asano, A. Ohsaki, Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 2000, 42, 487; Chem. Abstr. 2000, 135, 104986.
10. D. Lee, K. P. L. Bhat, H. H. S. Fong, N. R. Farnsworth, J. M. Pezzuto, A. D. Kinghorn, J. Nat. Prod. 2001, 64, 1286.
11. A. K. Machocho, W. Lwande, J. I. Jondiko, L. V. C. Moreka, A. Hassahali, Int. J. Pharmacog. 1995, 33, 222.
12. P. Maximo, A. Lourenco, S. S. Feilo, J. K. Roseiro, J. Nat. Prod. 2002, 65, 175.
13. a) R. V. Rozhkov, R. C. Larock, Org. Lett. 2003, 5, 797;
14. b) R. V. Rozhkov, R. C. Larock, J. Org. Chem. 2003, 68, 6314.
15. R. V. Rozhkov, R. C. Larock, Tetrahedron Lett. 2004, 45, 911.
16. a) R. C. Larock, N. Berrios-Peña, K. Narayanan, J. Org. Chem. 1990, 55, 3447;
17. b) R. C. Larock, L. Guo Synlett 1995, 465;
18. c) S. V. Gagnier, R. C. Larock, J. Org. Chem. 2000, 65, 1525.
19. P. M. Maitlis, P. Espinet, M. J. H. Russell, Compr. Organomet. Chem. 1982, 6, 385.
20. a) R. F. Heck, Org. React. 1982, 27, 345;
21. b) C. Amatore, A. Jutand, Acc. Chem. Res. 2000, 33, 314.
22. a) K. Karabelas, C. Westerlund, A. Hallberg, J. Org. Chem. 1985, 50, 3896;
23. b) R. Grigg, V. Loganathan, V. Santhakumar, V. Sridrahan, A. Teasdale Tetrahedron Lett. 1991, 32, 687.