Highly Stereoselective Synthesis of Trisubstituted Cyclohexanols Using a Guanidine-Catalyzed Tandem Henry-Michael Reaction

A highly diastereoselective (dr >99:1) and enantioselective (ee value up to 98%) synthesis of trisubstituted cyclohexanols was achieved by using a tandem Henry--Michael reaction between nitromethane and 7-oxo-hept-5-enals catalyzed by the Misaki-Sugimura guanidine.