title: Solid-Phase Parallel Synthesis of Functionalised Medium-to-Large Cyclic Peptidomimetics through Three-Component Coupling Driven by Aziridine Aldehyde Dimers.
abstract: The first solid-phase parallel synthesis of macrocyclic peptides using three-component coupling driven by aziridine aldehyde dimers is described. The method supports the synthesis of 9- to 18-membered aziridine-containing macrocycles, which are then functionalized by nucleophilic opening of the aziridine ring. This constitutes a robust approach for the rapid parallel synthesis of macrocyclic peptides.
authors.affiliation: Institut de Pharmacologie de Sherbrooke, Université de Sherbrooke, 3001, 12e av nord Sherbrooke (QC) J1H 5N4 (Canada).
authors.forename: Adam P
authors.initials: AP
authors.lastname: Treder
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto (ON) M5S 3H6 (Canada).
authors.forename: Jennifer L
authors.initials: JL
authors.lastname: Hickey
authors.affiliation: Institut de Pharmacologie de Sherbrooke, Université de Sherbrooke, 3001, 12e av nord Sherbrooke (QC) J1H 5N4 (Canada).
authors.forename: Marie-Claude J
authors.initials: MC
authors.lastname: Tremblay
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto (ON) M5S 3H6 (Canada).
authors.forename: Serge
authors.initials: S
authors.lastname: Zaretsky
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto (ON) M5S 3H6 (Canada).
authors.forename: Conor C G
authors.initials: CC
authors.lastname: Scully
authors.affiliation: Institut de Pharmacologie de Sherbrooke, Université de Sherbrooke, 3001, 12e av nord Sherbrooke (QC) J1H 5N4 (Canada).
authors.forename: John
authors.initials: J
authors.lastname: Mancuso
authors.affiliation: Institut de Pharmacologie de Sherbrooke, Université de Sherbrooke, 3001, 12e av nord Sherbrooke (QC) J1H 5N4 (Canada).
authors.forename: Annie
authors.initials: A
authors.lastname: Doucet
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto (ON) M5S 3H6 (Canada).
authors.forename: Andrei K
authors.initials: AK
authors.lastname: Yudin
authors.affiliation: Institut de Pharmacologie de Sherbrooke, Université de Sherbrooke, 3001, 12e av nord Sherbrooke (QC) J1H 5N4 (Canada). eric.marsault@usherbrooke.ca.
authors.forename: Eric
authors.initials: E
authors.lastname: Marsault
keywords: drug discovery; macrocycles; peptides; small ring systems; solid-phase synthesis