Synthesis of C3-epi-virenose and anomerically activated derivatives.

Authors :: Röder, Liesa
Venegas, Sofia Torres
Wurst, Klaus
Magauer, Thomas
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Apr2024, Vol. 140, pN.PAG-N.PAG. 1p.
Publication Year :: 2024
Abstract: [Display omitted] A 9-step synthetic route to a protected form of the C3-epimer of virenose from d -fucose is described. C3- epi -virenose is the carbohydrate unit of the bioactive polyketide elsamicin B and part of the carbohydrate unit of elsamicin A. The developed route enabled preparation of anomerically activated forms of this unique C6-deoxy sugar, including derivatives with 1-acetyl, 1-acetylthio, 1-trichloroacetimidate, 1-bromo, and 1-fluoro substituents. [ABSTRACT FROM AUTHOR]

Language :: English
ISSN :: 00404039
Volume :: 140
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 176612547
Full Text :: https://doi.org/10.1016/j.tetlet.2024.155041