Stereoselective synthesis of umuravumbolide

Tetrahedron Asymmetry

Volumn 24, Issue 9-10, 2013, Pages 594-598

  Kumar, T Vijaya ^a   Reddy, G Venkateswar ^a   Babu, K Suresh ^a   Rao, J Madhusudana ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

DESACETYLUMURAVUMBOLIDE; PLANT MEDICINAL PRODUCT; UMURAVUMBOLIDE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; HORNER WADSWORTH EMMONS REACTION; PRIORITY JOURNAL; RING CLOSING METATHESIS; STEREOCHEMISTRY;

EID: 84877776039     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2013.04.004     Document Type: Article

References (58)

1. L. Van Puyvelde, S. Dube, E. Uwimana, C. Uwera, R.A. Dommisse, E.L. Esmans, O. Van Schoor, and A.J. Vlietinck Phytochemistry 18 1979 1215
2. J.M. Watt, and M.G.B. Brandwijk The Medicinal and Poisonous Tetradenia riparia Plants of Southern and Eastern Africa 1962 Livingston Edinburgh p 516
3. M.T. Davies-Coleman, and D.E.A. Rivett Phytochemistry 38 1995 791
4. M.T. Davies-Coleman, and D.E.A. Rivett Prog. Chem. Org. Nat. Prod. 55 1989 1 33
5. L.A. Collett, M.T. Davies-Coleman, and D.E.A. Rivett Prog. Chem. Org. Nat. Prod. 75 1998 182 209
6. R. Pereda-Miranda, M. Fragoso-Serrano, and C.M. Cerda-Garcia-Rojas Tetrahedron 57 2001 47 53
7. H.M.R. Hoffmann, and J. Rabe Angew. Chem., Int. Ed. 24 1985 94 110
8. J.A. Marco, M. Carda, J. Murga, and E. Falomir Tetrahedron 63 2007 2929 2958
9. V. Boucard, G. Broustal, and J.M. Campagne Eur. J. Org. Chem. 2007 225 236
10. P. Srihari, P. Kumar, K. Subbarayudu, and J.S. Yadav Tetrahedron Lett. 48 2007 6977 6981
11. P. Srihari, G. Rajendar, R.S. Rao, and J.S. Yadav Tetrahedron Lett. 49 2008 5590 5592
12. G. Sabitha, V. Bhaskar, S.S.S. Reddy, and J.S. Yadav Tetrahedron 64 2008 10207 10213
13. D.K. Mohapatra, P.P. Das, D.S. Reddy, and J.S. Yadav Tetrahedron Lett. 50 2009 5941 5944
14. G. Sabitha, P. Gopal, C.N. Reddy, and J.S. Yadav Tetrahedron Lett. 50 2009 6298 6302
15. K.R. Prasad, and K. Penchalaiah Tetrahedron: Asymmetry 21 2010 2853 2858
16. B. Schmidt, O. Kunz, and A. Biernat J. Org. Chem. 75 2010 2389 2394
17. C. Chao, L. Jun, D. Yuguo, and J.L. Robert J. Org. Chem. 75 2010 5754 5756
18. G. Sabitha, C.N. Reddy, P. Gopal, and J.S. Yadav Tetrahedron Lett. 51 2010 5736 5739
19. J.L. Chen, F. Zheng, Y. Huang, and F.L. Qing J. Org. Chem. 76 2011 6525 6533
20. K.R. Prasad, and K. Penchalaiah J. Org. Chem. 76 2011 6889 6893
21. G. Sabitha, C.N. Reddy, A. Raju, and J.S. Yadav Tetrahedron: Asymmetry 22 2011 493 498
22. G. Sabitha, A.S. Rao, and J.S. Yadav Tetrahedron: Asymmetry 22 2011 866 871
23. K.S. Kumar, and C.S. Reddy Org. Biomol. Chem. 10 2012 2647 2655
24. P. Ramesh, and H.M. Meshram Tetrahedron Lett. 53 2012 4008 4011
25. K.R. Prasad, and P. Gutala Tetrahedron 68 2012 7489 7493
26. G. Sabitha, S.K. Das, P.A. Reddy, and J.S. Yadav Tetrahedron Lett. 54 2013 1097 1099
27. M.V.R. Reddy, J.P. Rearick, N. Hoch, and P.V.R. Ramachandran Org. Lett. 3 2001 19 20
28. V. Shekhar, D.K. Reddy, S.P. Reddy, P. Prabhakar, and Y. Venkateswarlu Eur. J. Org. Chem. 2011 4460 4464
29. G. Sabitha, D.V. Reddy, S.S.S. Reddy, J.S. Yadav, C.G. Kumar, and P. Sujitha RSC Adv. 2 2012 7241 7247
30. V. Shekhar, D.K. Reddy, and Y. Venkateswarlu Helv. Chim. Acta 95 2012 1593 1599
31. E. Sreedhar, A. Venkanna, N. Chandramouli, K.S. Babu, and J.M. Rao Eur. J. Org. Chem. 2011 1078 1083
32. G.V. Reddy, R.S.C. Kumar, E. Sreedhar, K.S. Babu, and J.M. Rao Tetrahedron Lett. 51 2010 1723 1726
33. G.V. Reddy, R.S.C. Kumar, E. Sreedhar, K.S. Babu, and J.M. Rao Tetrahedron Lett. 50 2009 4117 4120
34. T.V. Kumar, K.S. Babu, and J.M. Rao Tetrahedron Lett. 53 2012 1823 1825
35. T.V. Kumar, G. Shankaraiah, K.S. Babu, and J.M. Rao Tetrahedron Lett. 54 2013 1397 1400
36. M. Tokunaga, J.F. Larrow, F. Kakiuchi, and E.N. Jacobsen Science 277 1997 936
37. B. Haase, and M. Schneider Tetrahedron: Asymmetry 4 1993 1017
38. M.T. Crimmins, and B.H. Brown J. Am. Chem. Soc. 126 2004 10264 10266
39. K. Tsubone, K. Hashizume, H. Fuwa, and M. Sasaki Tetrahedron 67 2011 6600 6615
40. L. Alcaraz, J.J. Hamett, C. Mioskowski, J.P. Martel, T. Le Gall, D.-S. Shin, and J.R. Falck Tetrahedron Lett. 35 1994 5449
41. F. Felluga, C. Forzato, F. Ghelfi, P. Nitti, G. Pitacco, U.M. Pagnoni, and F. Roncaglia Tetrahedron: Asymmetry 18 2007 527 536
42. D. Gawas, and U. Kazmaier Org. Biomol. Chem. 8 2010 457 462
43. J.A. Frick, J.B. Klassen, A. Bathe, J.M. Abramson, and H. Rapoport Synthesis 1992 621 623
44. L.A. Paquette, S. Dong, and P.D. Gregory J. Org. Chem. 72 2007 7135 7147
45. C.R. Reddy, N.N. Rao, and M.D. Reddy Eur. J. Org. Chem. 2012 4910 4913
46. W.C. Still, and C. Gennari Tetrahedron Lett. 24 1983 4405 4408
47. S. Lee, S.-M. Paek, H. Yun, N.-J. Kim, and Y.-G. Suh Org. Lett. 13 2011 3344 3347
48. T.R. Hoye, J. Jeon, and M.A. Tennakoon Angew. Chem., Int. Ed. 50 2011 2141 2143
49. T.T. Haug, and S.F. Kirsch Org. Biomol. Chem. 8 2010 991 993
50. L.J. Brown, I.B. Spurr, S.C. Kemp, N.P. Camp, K.R. Gibson, and R.C.D. Brown Org. Lett. 10 2008 2489 2492
51. E.M. Casey, P.T. Spittle, and J.E. Harvey Tetrahedron Lett. 49 2008 7021 7023
52. A.M. Hooper, S. Dufour, S. Willaert, S. Pouvreau, and J.A. Pickett Tetrahedron Lett. 48 2007 5991 5994
53. T. Gaich, G. Karig, H.J. Martin, and J. Mulzer Eur. J. Org. Chem. 2006 3372 3394
54. M. Amador, X. Ariza, J. Garcia, and J. Ortiz J. Org. Chem. 69 2004 8172 8175
55. P.A. Evans, J. Cui, S.J. Gharpure, A. Polosukhin, and H.R. Zhang J. Am. Chem. Soc. 125 2003 14702 14703
56. P.A. Evans, J. Cui, and G.P. Bujjone Angew. Chem., Int. Ed. 42 2003 1734 1737
57. T.M. Gierasch, M. Chytil, M.T. Didiuk, J.Y. Park, J.J. Urban, S.P. Nolan, and G.L. Verdine Org. Lett. 2 2000 3999 4002
58. P.A. Evans, and V.S. Murthy J. Org. Chem. 63 1998 6768 6769