Synthesis of Highly Functionalized Chiral Cyclopentanes by Catalytic Enantio- and Diastereoselective Double Michael Addition Reactions

Do a double take: A novel highly enantio- and diastereoselective cascade double Michael reaction, in which two CC bonds and three contiguous stereogenic centers are formed, has been developed. The one-pot process, which was efficiently catalyzed by the chiral diphenylprolinyl trimethylsilyl (TMS) ether, is a facile approach to synthetically useful chiral cyclopentanes (see scheme).