title: Diversity-oriented synthesis of medicinally important 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives and higher analogs.
abstract: 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (Tic) is a constrained analog of phenylalanine (Phe). The Tic unit has been identified as a core structural element present in several peptide-based drugs and forms an integral part of various biologically active compounds. This report covers the biological significance of the Tic core and provides a detailed account of various synthetic approaches available for the construction of Tic derivatives. Along with the traditional methods such as the Pictet-Spengler and Bischler-Nepieralski reactions, we cover various recent approaches such as enyne metathesis, [2 + 2 + 2] cycloaddition and the Diels-Alder reaction to generate Tic derivatives. In addition, syntheses of higher analogs of Tic are also discussed.
authors.affiliation: Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai - 400 076, India. srk@chem.iitb.ac.in.
authors.forename: Sambasivarao
authors.initials: S
authors.lastname: Kotha
authors.forename: Deepak
authors.initials: D
authors.lastname: Deodhar
authors.forename: Priti
authors.initials: P
authors.lastname: Khedkar
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002626:Chemistry, Pharmaceutical
chemical_list: D002264:Carboxylic Acids