title: Transient protection of strained alkynes from click reaction via complexation with copper.
abstract: A transient protection method of cyclooctynes from a click reaction with an azide through 1:1 complexation with a cationic copper(I) salt is reported. The application of the method to a cyclooctyne bearing a terminal alkyne enabled the selective copper-catalyzed click conjugation with an azide at the terminal alkyne moiety, which made cyclooctyne derivatives readily accessible.
authors.affiliation: Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University , 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
authors.forename: Suguru
authors.initials: S
authors.lastname: Yoshida
authors.forename: Yasutomo
authors.initials: Y
authors.lastname: Hatakeyama
authors.forename: Kohei
authors.initials: K
authors.lastname: Johmoto
authors.forename: Hidehiro
authors.initials: H
authors.lastname: Uekusa
authors.forename: Takamitsu
authors.initials: T
authors.lastname: Hosoya
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry*; D034242:Cyclooctanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001386:Azides; D034242:Cyclooctanes; D009942:Organometallic Compounds; D003300:Copper