Traceless Thioacid-Mediated Radical Cyclization of 1,6-Dienes

无痕硫代酸介导的 1,6-二烯自由基环化反应

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作者:Dylan M Lynch, Mark D Nolan, Conor Williams, Leendert Van Dalsen, Susannah H Calvert, Fabrice Dénès, Cristina Trujillo, Eoin M Scanlan

Abstract

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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