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

[Image: see text] 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 oper...

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Detalles Bibliográficos
Autores principales: Kastrati, Agonist, Jaquier, Vincent, Garbo, Michele, Besnard, Céline, Mazet, Clément
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10557126/
https://www.ncbi.nlm.nih.gov/pubmed/37810406
http://dx.doi.org/10.1021/acsorginorgau.3c00024
Descripción
Sumario:[Image: see text] 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.