Structure assignment, total synthesis, and antiviral evaluation of cycloviracin B1
…, J Mlynarski, M Matheu, E DeClercq
Index: Fuerstner, Alois; Albert, Martin; Mlynarski, Jacek; Matheu, Maribel; DeClercq, Erik Journal of the American Chemical Society, 2003 , vol. 125, # 43 p. 13132 - 13142
Full Text: HTML
Citation Number: 75
Abstract
The first total synthesis of the antivirally active glycolipid cycloviracin B1 (1) is described. The approach is based on a two-directional synthesis strategy which constructs the C 2- symmetrical macrodiolide core of the target by an efficient template-directed macrodilactonization reaction promoted by 2-chloro-1, 3-dimethylimidazolinium chloride 14 as the activating agent. Attachment of the lateral fatty acid chains to the lactide core thus ...
Related Articles:
Studies of the Condensation of Sulfones with Ketones and Aldehydes
[Garst, Michael E.; Dolby, Lloyd J.; Esfandiari, Shervin; Okrent, Rachel A.; Avey, Alfred A. Journal of Organic Chemistry, 2006 , vol. 71, # 2 p. 553 - 556]
Organic reactions in a solid matrix—III: Silica gel-induced oxirane rearrangements
[Joshi,V.S. et al. Tetrahedron, 1971 , vol. 27, p. 475 - 485]
1, 8-Additions to Troponoid Systems: A Novel Route to Substituted Cycloheptadienes
[Chapman,O.L. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 1213 - 1219]
1, 8-Additions to Troponoid Systems: A Novel Route to Substituted Cycloheptadienes
[Chapman,O.L. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 1213 - 1219]
2-Tosyloxymethylcyclanones: Ring size dependence of fragmentation versus intramolecular alkylation
[Heinz, Uwe; Adams, Elisabeth; Klintz, Ralf; Welzel, Peter Tetrahedron, 1990 , vol. 46, # 12 p. 4217 - 4230]