Selective Asymmetric Hydrogenation of Four-Membered Exo-α,ß-Unsaturated Cyclobutanones Using RuPHOX-Ru as a Catalyst.

ABSTRACT

The selective asymmetric hydrogenation of four-membered exo-α,ß-unsaturated cyclobutanones has been achieved for the first time using RuPHOX-Ru as a catalyst, providing four-membered exo-cyclic chiral allylic alcohols in high yields and with up to 99.9% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 10000 S/C), and the resulting products can be transformed to several biologically active molecules.