137650-02-3Relevant articles and documents
Diastereoselective electrophilic substitution of α-amino-substituted benzylic organometallics
Azzena, Ugo
, p. 360 - 365 (2002)
Reductive metallation of a diastereoisomeric bicyclic 2-phenyloxazolidine derived from 2-hydroxymethylpiperidine occurs with racemization at the benzylic carbon atom. Reaction of intermediate organometallics with alkyl halides affords substituted amino alcohols in a highly syn-selective fashion. Observed diastereoselectivities are rationalized in terms of rapidly equilibrating epimeric intermediate organometallics, one of which reacts preferentially under appropriate reaction conditions. Deuteration of the same intermediates usually leads to deuterated amino alcohols with low diasteroselectivities, unless lithium is employed as the reducing agent and the resulting mixture is allowed to equilibrate before deuteration.
Design, synthesis, and characterization of novel, nonquaternary reactivators of GF-inhibited human acetylcholinesterase
McHardy, Stanton F.,Bohmann, Jonathan A.,Corbett, Michael R.,Campos, Bismarck,Tidwell, Michael W.,Thompson, Paul Marty,Bemben, Chris J.,Menchaca, Tony A.,Reeves, Tony E.,Cantrell Jr., William R.,Bauta, William E.,Lopez, Ambrosio,Maxwell, Donald M.,Brecht, Karen M.,Sweeney, Richard E.,McDonough, John
, p. 1711 - 1714 (2014/04/17)
The goal of this research was to identify structurally novel, non-quaternarypyridinium reactivators of GF (cyclosarin)-inhibited hAChE that possess the capacity to mediate in vitro reactivation of GF-inhibited human acetylcholinesterase (hAChE). New compounds were designed, synthesized and assessed in GF-inhibited hAChE assays. Structure activity relationships for AChE binding and reactivation of GF-inhibited hAChE were developed. Lead compounds from two different chemical series, represented by compounds 17 and 38, displayed proficient in vitro reactivation of GF-inhibited hAChE, while also possessing low inhibition of native enzyme.
Efficient and chemoselective reduction of pyridines to tetrahydropyridines and piperidines via rhodium-catalyzed transfer hydrogenation
Wu, Jianjun,Tang, Weijun,Pettman, Alan,Xiao, Jianliang
, p. 35 - 40 (2013/03/13)
Promoted by iodide anion the rhodium complex dimer, [Cp RhCl 2]2, catalyzes efficiently the transfer hydrogenation of various quaternary pyridinium salts under mild conditions, affording not only piperidines but also 1,2,3,6-tetrahydropyridines in a highly chemoselective fashion, depending on the substitution pattern at the pyridinium ring. The reduction is conducted in azeotropic formic acid/triethylamine (HCOOH-Et 3N) mixture at 40 °C, with catalyst loadings as low as 0.005mol% being feasible. Copyright
