The synthesis of (+)-nemorensic acid in nine steps is described; key steps in the route were the stereoselective Birch reduction of a substituted furan, and addition of allyltrimethylsilane to an oxonium ion at C-5; an X-ray crystal structure of (−)-nemorensic acid provided proof of the relative stereochemistry of the target.
The synthesis of (+)-nemorensic acid
T. J. Donohoe, J. Guillermin, C. Frampton and D. S. Walter, Chem. Commun., 2000, 465 DOI: 10.1039/B000565G
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