专利号:WO-2015131100-A1 优先权日:2014-02-28 标题:Ligand-controlled c(sp3)-h arylation and olefination in synthesis of unnatural chiral alpha amino acids 发明人:YU JIN-QUAN 权利人:SCRIPPS RESEARCH INST 摘要:The use of ligands to tune the reactivity and selectivity of transition metal-catalysts for C(-sp3)-H bond functionalization is a central challenge in synthetic organic chemistry. Herein, we report a rare example of catalyst-controlled C(sp3)-H arylation using pyridine and quinoline derivatives: the former promotes exclusive monoarylation, whereas the latter activates the catalyst further to achieve diarylation. Successive application of these ligands enables the sequential diarylation of a methyl group in an alanine derivative with two different aryl iodides, affording a wide range of β-Ar-p-Ar ' -cc-amino acids with excellent levels of diastereoselectivity (d.r. > 20:1). Both configurations of the β-chiral center can be accessed by choosing the order in which the aryl groups are installed. The use of a quinoline derivative as a ligand also enables C(sp3)-H olefination of a protected alanine.
专利号:EP-2300484-B1 优先权日:2008-05-05 标题:Novel class of spiro piperidines for the treatment of neurodegenerative diseases 发明人:BRODNEY MICHAEL AARON; HELAL CHRISTOPHER JOHN; O'NEILL BRIAN THOMAS 权利人:PFIZER 摘要:Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula (I) as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.
参考文献:10.1016/s1044-0305(03)00449-5 摘要:van Beelen ESE, Molenaar-Langeveld TA, Ingemann S. A chemical ionization study of deuteron transfer initiated propene loss from propoxypyridines. Journal of The American Society for Mass Spectrometry. 2003 Oct 01;14(10):1166–76. doi: 10.1016/s1044-0305(03)00449-5.