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First Pd-catalyzed C(sp2)–H / C(sp2)–H coupling of Limonene

Gallou, Fabrice (2024) First Pd-catalyzed C(sp2)–H / C(sp2)–H coupling of Limonene. The journal of organic chemistry : JOC, 89 (15). pp. 10451-10461. ISSN 1520-6904; 0022-3263

Abstract

Limonene undergoes a regioselective Pd(II)-catalyzed C(sp2)–H / C(sp2)–H coupling with acrylic acid esters and amides, ,β-unsaturated ketones, styrenes and allyl acetate, affording novel 1,3-dienes. DFT computations gave results in accord with the experimental results and allowed to formulate a plausible mechanism. The post-functionalization of one of the coupled products was achieved via a large scale Sonogashira reaction conducted under micellar catalysis.

Item Type: Article
Date Deposited: 24 Aug 2024 00:46
Last Modified: 24 Aug 2024 00:46
URI: https://oak.novartis.com/id/eprint/52832

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