Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 17, Pages 4153-4182Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob00343f
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- University of Johannesburg (UJ)
- Research Centre for Synthesis and Catalysis of the Department of Chemistry at UJ
- National Research Foundation (NRF)-DST
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Glycals, 1,2-unsaturated sugar derivatives, are versatile starting materials for the synthesis of natural products and the generation of novel structural features in Diversity Oriented Synthesis (DOS). The versatility of glycals in synthesis emanates, among others, from the presence of the ring oxygen and the enol-ether type unsaturation, the different types of stable conformations they can adopt depending on the nature of the protecting groups present and the ease with which the protecting groups of the three hydroxy groups could be tailored to suite for a desired manipulation. This review summarizes the literature on the different transformations of the endo glycals into biologically relevant compounds such as chromans, thiochromans, chromenes, thiochromenes, peptidomimetics, bridged benzopyrans etc., as well as on the use of glycals as chiral building blocks for the synthesis of various natural products such as aspicilin, reblastatin, diospongins, decytospolides, osmundalactones, paclitaxel, isatisine, D-fagomine, and spliceostatin, reported post 2014.
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