Pd-Catalyzed Regioselective Cyclopropanation of 2-Substituted 1,3-Dienes.

Authors :: Kastrati A
Jaquier V
Garbo M
Besnard C
Mazet C
Source :: ACS organic & inorganic Au [ACS Org Inorg Au] 2023 Jul 25; Vol. 3 (5), pp. 291-298. Date of Electronic Publication: 2023 Jul 25 (Print Publication: 2023).
Publication Year :: 2023
Abstract: A Pd-catalyzed 3,4-regioselective cyclopropanation of 2-substituted 1,3-dienes by decomposition of diazo esters is reported. The vinylcyclopropanes generated are isolated in practical chemical yields with high levels of regioselectivity but low diastereoselectivity. The system operates under mild reaction conditions, is scalable, and tolerates various sensitive functional groups. A series of original postcatalytic derivatizations is presented to highlight the synthetic potential of the catalytic method.<br />Competing Interests: The authors declare no competing financial interest.<br /> (© 2023 The Authors. Published by American Chemical Society.)