A new model for the stereoselective construction of the Kdo structure through a mechanism similar to that suggested for the enzyme Kdo8P synthase

Tetrahedron Letters

Volumn 37, Issue 20, 1996, Pages 3545-3548

  Du, Shoucheng ^a   Plat, Dorit ^a   Baasov, Timor ^a  

^a TECHNION ISRAEL INSTITUTE OF TECHNOLOGY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

3 DEOXY MANNO OCTULOSONIC ACID;

ARTICLE; CRYSTALLOGRAPHY; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030009932     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00608-9     Document Type: Article

References (22)

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10. Isolated and initially referred to as 2-keto-3-deoxyoctonic acid (Kdo). See: Levin, D. H.; Racker, E. J. Biol. Chem. 1959, 234, 2532.
11. Ray, P. H. J. Bacterial. 1980, 141, 635-644.
12. Baasov, T.; Sheffer-Dee-Noor, S.; Kohen, A.; Jakob, A.; Belakhov, V Eur. J. Kochern. 1993, 217, 991-999.
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15. 2O:THF, 93%) then provided the target compound 3. Satisfactory spectral data were obtained for all new compounds.
16. 2O:THF, 93%) then provided the target compound 3. Satisfactory spectral data were obtained for all new compounds.
17. e′ refer to the geminal protons of the furanose anomers of Kdo that have similar orientations to the axial and equatorial protons, respectively, in the pyranose anomers.
18. 2) on the chemically pure 4, which afforded the same anomeric mixture of 5.
19. 4-H), 7.34 (d, 2H, J = 8.1 Hz, aromatic protons), 7.79 (d, 2H, J= 8.1 Hz, aromatic protons).
20. (a) Charon, D.; Szabo, L. J. Chem. Soc. Perkin 1 1979, 2369-2374.
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22. (c) See also reference 2b.