Journal
ORGANIC LETTERS
Volume 5, Issue 9, Pages 1467-1470Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol034241y
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- NIGMS NIH HHS [GM 13598] Funding Source: Medline
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graphic A novel route to the neuroexcitatory amino acid, kainic acid, is developed. The key concept derives from a ruthenium-catalyzed cycloisomerization of a tethered alkyne-propargyl alcohol to form a cylic 2-vinyl-1-Acyl compound. A single stereocenter introduced by an asymmetric reduction of a ketone sets the stage for all the other stereocenters. A novel 1,6-addition of silyl cuprate serves to install a hydroxyl group at the diene termines.
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