Reinvestigation to the C-7 epimerization of paclitaxel and related taxoids under basic conditions

Synthetic Communications

Volumn 27, Issue 13, 1997, Pages 2305-2310

  Fang, Wei Shuo ^a   Fang, Qi Cheng ^a   Liang, Xiao Tian ^a  

^a INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

PACLITAXEL; PACLITAXEL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; DRUG CONFORMATION; HYDROGEN BOND; HYDROLYSIS; STEREOISOMERISM; STOICHIOMETRY;

EID: 0031009196     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708003386     Document Type: Article

References (16)

1. For recent review see Kingston, D.G.I.; Moliner, A.A. and Rimoldi, J.M. Prog. Chem. Org Nat. Prod., Spriger-Verlag, New York, 1993, 61, pp. 1-206;
2. (a) Holton, R.A.; Somoza, C. and Chai, K.-B. Tetrahedron Lett., 1994, 35, 1665;
3. (b) Chen, S.-H.; Wei, J.-M. and Farina, V. Tetrahedron Lett., 1993, 34, 3205;
4. (c) Chen, S.-H.; Wei, J.-M.; Vyas, D.M.; Doyle, T.W. and Farina, V. Tetrahedron Lett., 1993, 34, 6845;
5. (a) Chordia, M.D.; Gharpure, M.M. and Kingston, D.G.I. Tetrahedron., 1995, 51, 12963;
6. (b) Py, S; Pan, J-W. and Khuong-Huu, F. Tetrahedron., 1994, 50, 6881;
7. Samaranayake, G.; Magri, N.F.; Jitrangsri, C. and Kingston, D.G.I. J. Org. Chem., 1991, 56, 5114;
8. Klein, L.L.; Maring, C.J.; Li, L.; Yeung, C.M.; Thomas, S.A.; Grampovnik, D.J.; Plattner, J.J. and Henry, R.F. J. Org. Chem., 1994, 59, 2370;
9. Liang, X.; Kinsgston, D.G.I.; Long, B.H.; Fairchild, C.A. and Johnston, K.A. Tetrahedron Lett., 1995, 36, 7795;
10. Chen, S-H.; Farina, V.; Vyas, R.M.; Doyle, T.W.; Long, B.H. and Fairchild, C. J. Org. Chem., 1996, 61, 2065;
11. McLaughlin, J.L.; Miller, R.W.; Powell, R.G. and Smith Jr., C.R. J. Nat. Prod., 1981, 44, 312;
12. Chaudhary, A.G.; Rimoldi, J.M. and Kingston, D.G.I. J. Org. Chem., 1993, 58, 3798;
13. Gao, Q. and Parker, W.L. Tetrahedron., 1996, 52, 2291;
14. Appendino, G.; Jakupovic, J; Cravotto, G.; Enriu, R; Varese, M. and Bomvardelli, E. Tetrahedron Lett., 1995, 36, 3233;
15. Wani, M.C.; Taylor, H.L.; Wall, M.E.; Coggon, P. and McPhail, A.T. J. Am. Chem. Soc., 1971, 93, 2325;
16. Chen, S.-H. Tetrahedron Lett., 1996, 37, 3935;