A General Synthetic Route to Enantiopure 5-Substituted cis-Decahydroquinolines
The Journal of Organic Chemistry2009Vol. 74(4), pp. 1794–1797
Citations Over TimeTop 14% of 2009 papers
Abstract
A practical synthetic route to enantiopure 5-substituted cis-decahydroquinolines has been developed, the key steps being a stereoselective cyclocondensation of 2-substituted 6-oxocyclohexenepropionates 2 with (R)-phenylglycinol, the stereoselective hydrogenation of the resulting unsaturated tricyclic lactams, and the stereoselective reductive cleavage of the oxazolidine ring.
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