An enantioselective synthesis of the core unit of the non-nucleoside reverse transcriptase inhibitor taurospongin A

Tetrahedron Asymmetry

Volumn 14, Issue 5, 2003, Pages 629-634

  Ghosh, Arun K ^a   Lei, Hui ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; RNA DIRECTED DNA POLYMERASE INHIBITOR; TAUROSPONGIN A; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHELATION; COLUMN CHROMATOGRAPHY; DRUG SYNTHESIS; ENANTIOSELECTIVITY; EPOXIDATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY;

EID: 0037424373     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(03)00040-5     Document Type: Article

References (17)

1. Flexner C. New Engl. J. Med. 338:1998;1281.
2. Cihlar T., Bischofberger N.N. Ann. Rep. Med. Chem. 35:2000;177.
3. Ishiyama H., Ishibashi M., Ogawa A., Yoshida S., Kobayashi J. J. Org. Chem. 62:1997;3831.
4. Lebel H., Jacobsen E.N. J. Org. Chem. 63:1998;9624.
5. Cavallaro R.A., Filocamo L., Galuppi A., Galione A., Brufani M., Genazzani A.A. J. Med. Chem. 42:1999;2527.
6. Solladie G., Greck C., Demailly G., Solladie-Cavallo A. Tetrahedron Lett. 23:1982;5047.
7. For application of this protocol, see: (a) Solladie, G.; Salom-Roig, X. J.; Hanquet, G. Tetrahedron Lett. 2000, 41, 551; (b) Solladie, G.; Ghiatou, N. Bull. Chim. Soc. Fr. 1994, 131, 575 and references cited therein.
8. For application of this protocol, see: (a) Solladie, G.; Salom-Roig, X. J.; Hanquet, G. Tetrahedron Lett. 2000, 41, 551; (b) Solladie, G.; Ghiatou, N. Bull. Chim. Soc. Fr. 1994, 131, 575 and references cited therein.
9. Chen K.-M., Hardtmann G.E., Prasad K., Repic O., Shapiro M. Tetrahedron Lett. 28:1987;155.
10. For other related reductions, see: (a) Narasaka, K.; Pai, F. C. Tetrahedron 1984, 40, 2233; (b) Kathawala, F. G.; Prager, B.; Prasad, K.; Repic, O.; Shapiro, M. J.; Stabler, R. S.; Widler, L. Helv. Chim. Acta 1986, 69, 803.
11. For other related reductions, see: (a) Narasaka, K.; Pai, F. C. Tetrahedron 1984, 40, 2233; (b) Kathawala, F. G.; Prager, B.; Prasad, K.; Repic, O.; Shapiro, M. J.; Stabler, R. S.; Widler, L. Helv. Chim. Acta 1986, 69, 803.
12. Ma P., Martin V.S., Masamune S., Sharpless K.B., Viti S.M. J. Org. Chem. 47:1982;1378.
13. Fugisawa T., Sato T., Kawara T., Ohashi K. Tetrahedron Lett. 22:1981;4823. and references cited therein.
14. Pattenden G., Cid M.B. Synlett. 1998;540.
15. Mori K., Ohki M., Sato A., Matsui M. Tetrahedron. 28:1972;3739.
16. Johnson R.A., Sharpless K.B. Ojima I. Catalytic Asymmetric Synthesis. 1993;103 VCH, New York.
17. Dale J.A., Dull D.L., Mosher H.S. J. Org. Chem. 34:1969;2543.