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Issue 5, 2019
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Bicyclic acetals: biological relevance, scaffold analysis, and applications in diversity-oriented synthesis

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Abstract

Natural products (NPs) have been shown to be an extraordinary source of bioactive compounds and three-dimensional complex frameworks that can be useful to produce high-value molecular collections that are able to address “undruggable” and difficult therapeutic targets. Bicyclic acetals are particularly relevant for these purposes, given their key role in several biological interactions and the structural and stereochemical diversity that comes from the many possible ring combinations. To investigate this topological diversity, we have systematically characterized in a systematic and detailed manner fused, spiro and bridged bicyclic acetals in a large set of NPs, highlighting the great potential of bicyclic acetals in Diversity-Oriented Synthesis (DOS). Accordingly, a summary of some recent efforts on the development of acetal-containing small molecule collections through DOS approaches is herein reported.

Graphical abstract: Bicyclic acetals: biological relevance, scaffold analysis, and applications in diversity-oriented synthesis

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Publication details

The article was received on 10 Nov 2018, accepted on 19 Dec 2018 and first published on 19 Dec 2018


Article type: Review Article
DOI: 10.1039/C8OB02808G
Citation: Org. Biomol. Chem., 2019,17, 1037-1052

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    Bicyclic acetals: biological relevance, scaffold analysis, and applications in diversity-oriented synthesis

    E. Lenci, G. Menchi, F. I. Saldívar-Gonzalez, J. L. Medina-Franco and A. Trabocchi, Org. Biomol. Chem., 2019, 17, 1037
    DOI: 10.1039/C8OB02808G

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