80. Pd-Catalyzed Regioselective Cyclopropanation of 2-Substituted 1,3-Dienes
    Agonist Kastrati, Vincent Jaquier, Michele Garbo, Céline Besnard, Clément Mazet*
    ACS Org. Inorg. Au 2023, 3, 291-298

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.

archive ouverte unige:173825

DOI de la version éditeur : 10.1021/acsorginorgau.3c00024 (open access)

DOI du Dataset : 10.26037/yareta:zgp4f6d53zbrfcxkhunrluyl2i