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Synthesis 2022; 54(11): 2629-2634
DOI: 10.1055/a-1736-1749
DOI: 10.1055/a-1736-1749
paper
Synthesis of Pyrethroids and Jasmonoids through Palladium-Catalyzed Cross-Coupling Reactions
Programa de Desarrollo de Ciencias Básicas (Grant No. PEDECIBA-PNUD/URU/06/004), Agencia Nacional de Investigación e Innovación (ANII; Grant Nos. POS_NAC_2012_1_8985 and POS_NAC_2014_1_10237'), and Comisión Sectorial de Investigación Científica.
Abstract
The synthesis of jasmone and related jasmonoids and pyrethroids is described. These compounds play a defensive role in plants and share a common cyclopentenone core with variations in the side chains. Jasmone, cinerone, allylrethrone, and derivatives were synthesized through π-allyl palladium cross-coupling of stannane derivatives. With selective hydrogenation, dihydrojasmone, and dihydrocinerone were also synthesized.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1736-1749.
- Supporting Information
Publication History
Received: 02 November 2021
Accepted after revision: 11 January 2022
Accepted Manuscript online:
11 January 2022
Article published online:
03 March 2022
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