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

ACS Org Inorg Au

Department of Organic Chemistry, University of Geneva, 30 Quai Ernest Ansermet, 1211 Geneva, Switzerland.

Published: October 2023

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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10557126PMC
http://dx.doi.org/10.1021/acsorginorgau.3c00024DOI Listing

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