Enynone dihydroxylation–cyclisation as a route to densely functionalised 3(2H)-furanone derivatives: an approach to the core of the zaragozic acids

Add time:08/11/2019    Source:sciencedirect.com

The synthesis of an advanced intermediate is described that could secure the polyoxygenated core of zaragozic acids and related natural products. The key strategy employs a two-step synthesis of the 3(2H)-furanone ring system by catalytic dihydroxylation-mercury(II)/acid-catalysed cyclisation with concomitant deprotection. The scope of the 3(2H)-furanone synthesis has been evaluated, and this ring system is shown to remain intact in multi-step reaction sequences. Access to novel, highly oxygenated 3(2H)-furanone derivatives has been achieved.

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