title: Conformationally assisted lactamizations for the synthesis of symmetrical and unsymmetrical bis-2,5-diketopiperazines.
abstract: Open-chain N-Cbz-protected-peptidoyl benzotriazolides are converted by a novel lactamization strategy using proline as a turn introducer into both symmetrical (5a-c and 11a-c) and unsymmetrical (19a-e) bis-2,5-diketopiperazines (bis-2,5-DKPs), previously recognized as difficult targets.
authors.affiliation: Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
authors.forename: Khanh
authors.initials: K
authors.lastname: Ha
authors.forename: Iryna
authors.initials: I
authors.lastname: Lebedyeva
authors.forename: Zhiliang
authors.initials: Z
authors.lastname: Li
authors.forename: Kristin
authors.initials: K
authors.lastname: Martin
authors.forename: Byron
authors.initials: B
authors.lastname: Williams
authors.forename: Eric
authors.initials: E
authors.lastname: Faby
authors.forename: Amir
authors.initials: A
authors.lastname: Nasajpour
authors.forename: Girinath G
authors.initials: GG
authors.lastname: Pillai
authors.forename: Abdulrahman O
authors.initials: AO
authors.lastname: Al-Youbi
authors.forename: Alan R
authors.initials: AR
authors.lastname: Katritzky
mesh_terms: D054659:Diketopiperazines / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure
chemical_list: D054659:Diketopiperazines; D007769:Lactams