176435-59-9Relevant academic research and scientific papers
Syntheses and biological evaluation of 5-(piperidin-1-yl)-3-phenyl- pentylsulfones as CCR5 antagonists
Shankaran,Donnelly, Karla L.,Shah, Shrenik K.,Caldwell, Charles G.,Chen, Ping,Finke, Paul E.,Oates, Bryan,MacCoss, Malcolm,Mills, Sander G.,DeMartino, Julie A.,Gould, Sandra L.,Malkowitz, Lorraine,Siciliano, Salvatore J.,Springer, Martin S.,Kwei, Gloria,Carella, Anthony,Carver, Gwen,Danzeisen, Renee,Hazuda, Daria,Holmes, Karen,Kessler, Joseph,Lineberger, Janet,Miller, Michael D.,Emini, Emilio A.,Schleif, William A.
, p. 3589 - 3993 (2007/10/03)
Cellular proliferation of HIV-1 requires the cooperative assistance of both the CCR5 and CD4 receptors. Our medicinal chemistry efforts in this area have resulted in the identification of N-alkyl piperidine sulfones as CCR5 antagonists. These compounds display potent binding and show antiviral properties in HIV-1 spread cell-based assays.
Development of a method for the reductive cyclization of enones by a titanium catalyst
Kablaoui, Natasha M.,Buchwald, Stephen L.
, p. 3182 - 3191 (2007/10/03)
An effective protocol in which bis(trimethylphosphine)titanocene is used to catalyze the reductive cyclization of enones to cyclopentanols via a metallacyclic intermediate has been developed. The key step in the process is the cleavage of the titanium-oxygen bond in the metallacycle by a silane to regenerate the catalyst. Mechanistic aspects of the reaction are discussed and the diastereoselectivity of the transformation is studied using both achiral and chiral substrates. The scope and limitations of the procedure are described. An in situ protocol for the generation of the air- and moisture-sensitive catalyst has also been developed. This work demonstrates, for the first time, the viability of using an early transition metal complex to catalyze the reductive cyclization of an alkene with a heteroatom-containing functional group.An effective protocol in which bis(trimethylphosphine) titanocene is used to catalyze the reductive cyclization of enones to cyclopentanols via a metallacyclic intermediate has been developed. The key step in the process is the cleavage of the titanium-oxygen bond in the metallacycle by a silane to regenerate the catalyst. Mechanistic aspects of the reaction are discussed and the diastereoselectivity of the transformation is studied using both achiral and chiral substrates. The scope and limitations of the procedure are described. An in situ protocol for the generation of the air-and moisture-sensitive catalyst has also been developed. This work demonstrates, for the first time, the viability of using an early transition metal complex to catalyze the reductive cyclization of an alkene with a heteroatom containing functional group.
