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Updated: Feb 9, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Palladium-Catalyzed Asymmetric C(sp3 )-H Allylation of 2-Alkylpyridines
Ryo Murakami1, Kentaro Sano1, Tomohiro Iwai1
1Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810, Japan.
Abstract:
The palladium-catalyzed asymmetric side-chain C(α)-allylation of 2-alkylpyridines, without using an external base, was developed. The high linear selectivities and enantioselectivities were achieved using new chiral diamidophosphite monodentate ligands. Given that the reaction conditions do not require an external base, this catalyst system enabled chemoselective C(α)-allylation of 2-alkylpyridines containing α-carbonyl C-H bonds, which are more acidic than α-pyridyl C-H bonds.
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