Enantioselective synthesis of phosphonothrixin and its absolute stereochemistry

Tetrahedron Letters

Volumn 38, Issue 3, 1997, Pages 437-438

  Nakamura, Kazuhiko ^a   Yamamura, Shosuke ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

HERBICIDE; PHOSPHONOTHRIXIN; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 0031021709     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02319-2     Document Type: Article

References (10)

1. Takahashi, E.; Kimura, T.; Nakamura, K.; Arahira, M.; Iida, M. J. Antibiotics 1995, 48, 1124-1129.
2. Kimura, T.; Nakamura, K.; Takahashi, E. J. Antibiotics 1995, 48, 1130-1133.
3. Nakamura, K.; Kimura, T.; Kanno, H.; Takahashi, E. J. Antibiotics 1995, 48, 1134-1137.
4. Kuzuyama, T.; Hidaka, T.; Imai, S.; Seto, H. J. Antibiotics 1993, 46, 1478, Hidaka, T.; Hidaka, M.; Seto, H. J. Antibiotics 1992, 45, 1977 and the references cited therein.
5. Kuzuyama, T.; Hidaka, T.; Imai, S.; Seto, H. J. Antibiotics 1993, 46, 1478, Hidaka, T.; Hidaka, M.; Seto, H. J. Antibiotics 1992, 45, 1977 and the references cited therein.
6. Johnson, R. A.; Sharpless, K. B. Asymmetric Methods of Epoxidation in Comprehensive Organic Synthesis, Trost, B. M.; Fleming, I.; Ley, S. V. Eds. Pergamon Press: New York, 1991, 7, 389.
7. Barluenga, J.; Fernández-Simón, J. L.; Concellón, J. M.; Yus, M. J. Chem. Soc. Perkin Trans. 2 1989 77.
8. 2O).
9. Phosphonylation to the protected epoxy alcohols gave none of the desired products.
10. The biological activity of synthetic R-1 might be ascribed to a contaminated enantiomer.