Ring‐to‐Thread Chirality Transfer in [2]Rotaxanes for the Synthesis of Enantioenriched Lactams

The synthesis of chiral mechanically interlocked molecules has attracted a lot attention in the last few years, with applications different fields, such as asymmetric catalysis or sensing. Herein we describe orientational mechanostereoisomers, which include benzylic amide macrocycle stereogenic center, and nonsymmetric N-(arylmethyl)fumaramides axis. base-promoted cyclization initial fumaramide thread allows enantioenriched value-added compounds, lactams ring sizes amino acids, to be obtained. information is effectively transmitted across mechanical bond from encircling lactam. High levels enantioselectivity full control regioselectivity final cyclic compounds are attained.