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--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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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10367065PMC
http://dx.doi.org/10.1021/acs.joc.3c00824DOI Listing

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