Traceless Thioacid-Mediated Radical Cyclization of 1,6-Dienes.
Dylan M LynchMark D NolanConor WilliamsLeendert Van DalsenSusannah H CalvertFabrice DénèsCristina TrujilloEoin M ScanlanPublished in: The Journal of organic chemistry (2023)
Five-membered ring systems are ubiquitous throughout natural products and synthetic therapeutics, and thus, efficient methods to access this essential scaffold are required. Herein, we report the thioacid-mediated, 5- exo -trig cyclization of various 1,6-dienes, with high yields of up to 98%. The labile thioester functionality can be exploited to generate a free thiol residue which can be used as a functional handle or removed entirely to provide the traceless cyclized product.
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