Murakami Ryo, Sano Kentaro, Iwai Tomohiro, Taniguchi Tohru, Monde Kenji, Sawamura Masaya
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810, Japan.
Frontier Research Center for Advanced Material and Life Science, Faculty of Advanced Life Science, Hokkaido University, Sapporo, 001-0021, Japan.
Angew Chem Int Ed Engl. 2018 Jul 20;57(30):9465-9469. doi: 10.1002/anie.201802821. Epub 2018 Jun 22.
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.
我们开发了一种钯催化的2-烷基吡啶的不对称侧链C(α)-烯丙基化反应，该反应无需使用外部碱。使用新型手性二酰胺基亚磷酸酯单齿配体可实现高线性选择性和对映选择性。鉴于反应条件不需要外部碱，这种催化体系能够对含有α-羰基C-H键（其酸性比α-吡啶基C-H键更强）的2-烷基吡啶进行化学选择性C(α)-烯丙基化反应。
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