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Palladium‐Catalyzed Asymmetric C(sp 3 )−H Allylation of 2‐Alkylpyridines
Author(s) -
Murakami Ryo,
Sano Kentaro,
Iwai Tomohiro,
Taniguchi Tohru,
Monde Kenji,
Sawamura Masaya
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201802821
Subject(s) - palladium , catalysis , denticity , chemistry , base (topology) , polymer chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , crystal structure , mathematics , mathematical analysis
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.