91132-11-5Relevant academic research and scientific papers
Palladium(II)-Catalyzed highly enantioselective C-H arylation of cyclopropylmethylamines
Chan, Kelvin S. L.,Fu, Hai-Yan,Yu, Jin-Quan
supporting information, p. 2042 - 2046 (2015/03/04)
C-H arylation via a Pd(II)/Pd(IV) catalytic cycle has been one of the most extensively studied C-H activation reactions since the 1990s. Despite the rapid development of this reaction in the past two decades, an enantioselective version has not been reported to date. Herein, we report a Pd(II)-catalyzed highly enantioselective (up to 99.5% ee) arylation of cyclopropyl C-H bonds with aryl iodides using mono-N-protected amino acid (MPAA) ligands, providing a new route for the preparation of chiral cis-aryl-cyclopropylmethylamines. The enantiocontrol is also shown to override the diastereoselectivity of chiral substrates.
