title: Synthesis of highly substituted imidazolidine-2,4-dione (hydantoin) through Tf2O-mediated dual activation of Boc-protected dipeptidyl compounds.
abstract: Highly substituted chiral hydantoins were readily synthesized from simple dipeptides in a single step under mild conditions. This reaction proceeded through the dual activation of an amide and a tert-butyloxycarbonyl (Boc) protecting group by Tf2O-pyridine. This method was successfully applied in the preparation of a variety of biologically active compounds, including drug analogs and natural products.
authors.affiliation: Laboratory of Chemical Genomics, Laboratory of Structural Biology, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University , Shenzhen 518055, China.
authors.forename: Hui
authors.initials: H
authors.lastname: Liu
authors.forename: Zhimin
authors.initials: Z
authors.lastname: Yang
authors.forename: Zhengying
authors.initials: Z
authors.lastname: Pan
mesh_terms: D000577:Amides; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004151:Dipeptides / Q000737:chemistry*; D006827:Hydantoins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007093:Imidazoles; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011725:Pyridines
chemical_list: D000577:Amides; D000927:Anticonvulsants; D004151:Dipeptides; D006827:Hydantoins; D007093:Imidazoles; D011725:Pyridines; C029899:imidazole; C023666:pyridine