One-Pot Organocatalytic Enantioselective Michael/Povarov Domino Strategy for the Construction of Spirooctahydroacridine-3,3′-oxindole Scaffolds.

An asymmetric organocatalytic one-pot strategy for the construction of spirooctahydroacridine-3,3'-oxindole scaffolds has been successfully developed by means of a domino Michael/Povarov reaction sequence. The one-pot protocol affords the chiral spirocyclohexaneoxindoles bearing an octahydroacridine motif with five stereocenters in good to high yields (up to 89 % yield) with excellent to perfect diastereoselectivities (up to >20:1 d.r.) and enantioselectivities (up to >99 % ee). This highly efficient one-pot domino procedure will allow diversity-oriented syntheses of this intriguing class of compounds with potential biological activities.