title: Regio- and Stereocontrolled Dieckmann Approach to Treprostinil-Inspired, Polycyclic Scaffold For Building Macrocyclic Diversity.
abstract: 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.
authors.affiliation: Dr. Reddy's Institute of Life Sciences (DRILS), University of Hyderabad Campus Gachibowli, 500046, Hyderabad, India.
authors.forename: Srinivas
authors.initials: S
authors.lastname: Chamakuri
authors.affiliation: Dr. Reddy's Institute of Life Sciences (DRILS), University of Hyderabad Campus Gachibowli, 500046, Hyderabad, India.
authors.forename: Srinvas
authors.initials: S
authors.lastname: Jogula
authors.affiliation: Dr. Reddy's Institute of Life Sciences (DRILS), University of Hyderabad Campus Gachibowli, 500046, Hyderabad, India.
authors.forename: Prabhat
authors.initials: P
authors.lastname: Arya
mesh_terms: D018360:Crystallography, X-Ray; D011464:Epoprostenol / Q000031:analogs & derivatives* / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D047028:Macrocyclic Compounds; D011464:Epoprostenol; C427248:treprostinil
keywords: Dieckmann cyclization; macrocycles; natural-product-inspired scaffolds; treprostinil