Publication

Enantioselective Synthesis of the Sporolide Quinone Acid Fragment

Karl Gademann
2009
Journal Articles

Abstract

The sporolide quinone acid is a key fragment in the biosynthesis of the complex heptacyclic marine metabolite sporolide. We report a concise enantioselective route to this fragment, which is obtained in seven steps with 65% overall yield from trimethoxybenzene. The enantioselective transfer reduction is achieved by Ipc2BCl, and the absolute configuration of the product secured by X-ray analysis of its cinchonine salt. The target fragment is then obtained by methylation and oxidation to the quinone by AgO.

Official source

https://infoscience.epfl.ch/entities/publication/2eda06d9-41d9-4343-8290-d7d4009480ba

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Enantioselective Synthesis of the Sporolide Quinone Acid Fragment

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