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Organics, Volume 6, Issue 3
September 2025 - 16 articles
Cover Story: Polypropionates are structural motifs commonly found in bioactive polyketide natural products. Their complex stereochemical arrays make them both attractive and challenging synthetic targets. Hydroxymethyl 1,3-diols, frequently embedded within polypropionate chains, are key building blocks in macrolide antibiotics and related therapeutic agents. In this work, we describe a complementary methodology for the regio- and diastereoselective preparation of syn- and anti-hydroxymethyl 1,3-diols via selective opening of TIPS-protected 2,3-epoxy alcohols. Employing copper-catalyzed alkenyl Grignard reagents and a propynyl alanate–reduction sequence, this unified approach delivers high regioselectivity and stereocontrol. The strategy provides a modular platform to construct polypropionate fragments, advancing access to complex polyketides such as mycinamicins and aldgamacins. View this paper
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Organics - ISSN 2673-401XCreative Common CC BY license