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Modular Synthesis of Drimane Meroterpenoids Leveraging Decarboxylative Borylation and Suzuki Coupling

Xia Wang, Shasha Zhang, Pengcheng Cui, Shengkun Li

2020Organic Letters26 citationsDOI

Abstract

Drimane meroterpenoids have attracted an increasing amount of attention in the discovery of therapeutically important probes, while the laggard synthetic accessibility is a conspicuous challenge. A new paradigm merging decarboxylative borylation and Suzuki coupling was developed as a powerful platform. Key features include the mild conditions, good chemoselectivity, operational facility, scalability, and easy availability of the coupling partners. This practical strategy enables the expedient formal synthesis of a large number of natural products and rapid generation of analogues.

Topics & Concepts

BorylationChemistryChemoselectivityScalabilityModular designSuzuki reactionCombinatorial chemistryComputer scienceOrganic chemistryProgramming languageCatalysisOperating systemPalladiumArylAlkylSynthetic Organic Chemistry MethodsChemical Synthesis and AnalysisMicrobial Natural Products and Biosynthesis