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Versatility of Glycals in Synthetic Organic Chemistry: Coupling reactions, Diversity Oriented Synthesis and Natural Product Synthesis

Abstract

Glycals, 1,2-unsaturated sugar derivatives, are indispensable and 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 from the presence of the ring oxygen, 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 reported post 2014.

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Publication details

The article was received on 11 Feb 2019, accepted on 13 Mar 2019 and first published on 14 Mar 2019


Article type: Review Article
DOI: 10.1039/C9OB00343F
Citation: Org. Biomol. Chem., 2019, Accepted Manuscript

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    Versatility of Glycals in Synthetic Organic Chemistry: Coupling reactions, Diversity Oriented Synthesis and Natural Product Synthesis

    H. H. Kinfe, Org. Biomol. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9OB00343F

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