Regio- and Stereocontrolled Dieckmann Approach to Treprostinil-Inspired, Polycyclic Scaffold For Building Macrocyclic Diversity

We
developed a regio- and stereocontrolled Dieckmann cyclization
approach to the synthesis of a novel, natural-product-like scaffold
that was inspired from treprostinil (UT-15). This was further utilized
in a diversity-based, 15-membered macrocyclic synthesis of two different
sets of hybrid compounds. The amino acid moiety embedded in the macrocyclic
skeleton allow exploring various chiral side chain groups within the
ring.