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research article
Enantioselective Synthesis of the Sporolide Quinone Acid Fragment
2009
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.
Type
research article
Web of Science ID
WOS:000271904100024
Authors
Publication date
2009
Published in
Issue
17
Start page
2849
End page
2851
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
September 10, 2009
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