Synthesis of chiral trans-fused 2-methyl-5-hydroxyldecahydroquinoline

Abstract A practical asymmetric synthesis of the trans -fused 2-methyl-5-hydroxyldecahydroquinolines 8a and 8b is reported. Double Michael addition of enone 4 with ( S )-phenylethylamine generated separable C2-methylated decahydroquinolinones 5a and 5b , which were converted to 8a and 8b via several functional group transformations.