Organocatalytic Asymmetric Reduction of δ-Nitro Dienes: a Viable Entry to Functionalized Amines and Highly Substituted Enantioenriched Cyclopentanes

δ-nitro dienes were successfully synthesized and converted to δ-nitro alkenes with complete chemo and regioselectivity. The enantioselective organocatalytic reduction was also accomplished and afforded the product in up to 97 % e.e. The chiral nitro alkene was further elaborated and employed as starting material in a stereoselective cyclization reaction that led to an almost enantiomerically pure highly functionalised cyclopentane featuring 5 contiguous stereocenters.