72228-97-8Relevant academic research and scientific papers
Enantioselective Copper-Catalyzed 1,5-Cyanotrifluoromethylation of Vinylcyclopropanes
Zhang, Zi-Qi,Meng, Xiang-Yu,Sheng, Jie,Lan, Quan,Wang, Xi-Sheng
supporting information, p. 8256 - 8260 (2019/10/16)
A copper-catalyzed enantioselective 1,5-cyanotrifluoromethylation of vinylcyclopropanes has been developed using a radical relay strategy. This asymmetric reaction has demonstrated high enantioselective control, broad substrate scope, and mild conditions. Initiated by the in situ generated CF3 radical from Togni's reagent, this method offers a new solution for remote enantioselective bifunctionalization of alkenes and thus provides a straightforward way for the synthesis of chiral CF3-containing internal alkenylnitriles.
Exploring distal regions of the A3 adenosine receptor binding site: Sterically constrained N6-(2-phenylethyl)adenosine derivatives as potent ligands
Tchilibon, Susanna,Kim, Soo-Kyung,Gao, Zhan-Guo,Harris, Brian A.,Blaustein, Joshua B.,Gross, Ariel S.,Duong, Heng T.,Melman, Neli,Jacobson, Kenneth A.
, p. 2021 - 2034 (2007/10/03)
We synthesized phenyl ring-substituted analogues of N6-(1S,2R)- (2-phenyl-1-cyclopropyl)adenosine, which is highly potent in binding to the human A3AR with a Ki value of 0.63nM. The effects of these structural changes on affinity at human and rat adenosine receptors and on intrinsic efficacy at the hA3AR were measured. A 3-nitrophenyl analogue was resolved chromatographically into pure diastereomers, which displayed 10-fold stereoselectivity in A3AR binding in favor of the 1S,2R isomer. A molecular model defined a hydrophobic region (Phe168) in the putative A3AR binding site around the phenyl moiety. A heteroaromatic group (3-thienyl) could substitute for the phenyl moiety with retention of high affinity of A3AR binding. Other related N6-substituted adenosine derivatives were included for comparison. Although the N 6-(2-phenyl-1-cyclopropyl) derivatives were full A3AR agonists, several other derivatives had greatly reduced efficacy. N 6-Cyclopropyladenosine was an A3AR antagonist, and adding either one or two phenyl rings at the 2-position of the cyclopropyl moiety restored efficacy. N6-(2,2-Diphenylethyl)adenosine was an A 3AR antagonist, and either adding a bond between the two phenyl rings (N6-9-fluorenylmethyl) or shortening the ethyl moiety (N 6-diphenylmethyl) restored efficacy. A QSAR study of the N 6 region provided a model that was complementary to the putative A3AR binding site in a rhodopsin-based homology model. Thus, a new series of high-affinity A3AR agonists and related nucleoside antagonists was explored through both empirical and theoretical approaches.
Transition-Metal-Catalyzed Reactions of Diazo Compounds. 1. Cyclopropanation of Double Bonds
Anciaux, Andre J.,Hubert, Andre J.,Noels, Alfred F.,Petiniot, N.,Teyssie, Philippe
, p. 695 - 702 (2007/10/02)
Rhodium(II) and palladium(II) carboxylates are efficient catalysts for the cyclopropanation of olefins by diazo esters.Intramolecular competitions within diolefins and intermolecular competitions between pairs of monoolefins showed quite different cyclopr
