| Literature DB >> 12713300 |
Barry M Trost1, Michael T Rudd.
Abstract
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 cyclic 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. [reaction: see text]Entities:
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Year: 2003 PMID： 12713300 DOI： 10.1021/ol034241y
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005