Gold-catalyzed synthesis of carbon-bridged medium-sized rings.
Bicyclo[m.n.1]alkenone frameworks possessing quaternary carbon centers adjacent to a bridged ketone are frequently found in bioactive natural products. Although several methods have been developed to construct such frameworks, most of them are specific to a particular scaffold. Herein, we report a mild and highly efficient method to generate carbon-bridged frameworks of various sizes using phosphino gold(I) catalysts.
Barabé
Francis
F
Center for Catalysis Research and Innovation, University of Ottawa, Department of Chemistry, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
Bétournay
Geneviève
G
Bellavance
Gabriel
G
Barriault
Louis
L
D000096:Acetone / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure
D000480:Alkynes; D001643:Bridged Bicyclo Compounds; D006219:Halogens; D007659:Ketones; D000096:Acetone; D002244:Carbon; D006046:Gold