First Pd-catalyzed C(sp2)–H / C(sp2)–H coupling of Limonene
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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
Official URL: https://pubs.acs.org/doi/10.1021/acs.joc.4c00501
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 |
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Date Deposited: | 24 Aug 2024 00:46 |
Last Modified: | 24 Aug 2024 00:46 |
URI: | https://oak.novartis.com/id/eprint/52832 |