One-Pot Preparation of Functionalized Azabicyclo[6.3.0]alkanone Amino Acids by Tandem Cross Enyne Metathesis/Ring-Closing Metathesis

Here we report an efficient one-pot procedure for the preparation of functionalized azabicyclo[6.3.0]alkanone amino acid derivatives. The synthetic protocol exploits an ethylene-mediated cross enyne metathesis followed by a ring closing metathesis. The reactivity of the newly synthesized 8,5-fused bicyclic scaffolds has then been investigated to obtain variously functionalized derivatives with potential applications in the field of peptides/peptidomimetics.