45 research outputs found
Phosphodiesterase 5 (PDE5) Inhibitors for the Treatment of Male Erectile Disorder: Attaining Selectivity versus PDE6
SAR Development of Polycyclic Guanine Derivatives Targeted to the Discovery of a Selective PDE5 Inhibitor for Treatment of Erectile Dysfunction.
A Modular Enantioselective Approach to Construction of the Macrolactone Core of Polycavernoside A
Stereocontrolled Elaboration of Natural (−)-Polycavernoside A, a Powerfully Toxic Metabolite of the Red Alga Polycavernosa
Remote Meta-C–H Activation Using a Pyridine-Based Template: Achieving Site-Selectivity via the Recognition of Distance and Geometry
[Image: see text] The pyridyl group has been extensively employed to direct transition-metal-catalyzed C–H activation reactions in the past half-century. The typical cyclic transition states involved in these cyclometalation processes have only enabled the activation of ortho-C–H bonds. Here, we report that pyridine is adapted to direct meta-C–H activation of benzyl and phenyl ethyl alcohols through engineering the distance and geometry of a directing template. This template takes advantage of a stronger σ-coordinating pyridine to recruit Pd catalysts to the desired site for functionalization. The U-shaped structure accommodates the otherwise highly strained cyclophane-like transition state. This development illustrates the potential of achieving site selectivity in C–H activation via the recognition of distal and geometric relationship between existing functional groups and multiple C–H bonds in organic molecules