title: Synthesis of oxazocenones via gold(I)-catalyzed 8-endo-dig hydroalkoxylation of alkynamides.
abstract: Several benzoxazocenones have been found to exhibit novel cellular activities. In the present study, we report a gold(I)-catalyzed 8-endo-dig hydroalkoxylation reaction of alkynamides to access analogous oxazocenone scaffolds. This methodology provided an advanced intermediate, which was elaborated to a des-benzo analog of a bioactive benzoxazocenone.
authors.affiliation: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors.forename: Stephen S
authors.initials: SS
authors.lastname: Scully
authors.forename: Shao-Liang
authors.initials: SL
authors.lastname: Zheng
authors.forename: Bridget K
authors.initials: BK
authors.lastname: Wagner
authors.forename: Stuart L
authors.initials: SL
authors.lastname: Schreiber
mesh_terms: D000447:Aldehydes; D000480:Alkynes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D010079:Oxazocines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000480:Alkynes; D000577:Amides; D010079:Oxazocines; D006046:Gold