10041-27-7Relevant articles and documents
An improved synthesis of Pyran-3,5-dione: Application to the synthesis of ABT-598, a potassium channel opener, via Hantzsch reaction
Li, Wenke,Wayne, Gregory S.,Lallaman, John E.,Chang, Sou-Jen,Wittenberger, Steven J.
, p. 1725 - 1727 (2006)
Ketoester 1 is cyclized to give pyran-3,5-dione 2 in 78% yield using a parallel addition of ketoester 1 and base NaOtBu in refluxing THF. Compared to the previously reported procedures, these optimized conditions have significantly increased the yield of this transformation and the quality of pyran 2 and prove to be suitable for large-scale preparation. An application of 2 to the synthesis of ABT-598, a potassium channel opener, is demonstrated.
Bronsted base-modulated Regioselective Pd-catalyzed intramolecular aerobic oxidative amination of alkenes: Formation of seven-membered amides and evidence for allylic C-H activation
Wu, Liang,Qiu, Shuifa,Liu, Guosheng
supporting information; experimental part, p. 2707 - 2710 (2009/10/10)
A novel palladium-catalyzed intramolecular aerobic oxidative allylic C-H amination of olefins has been developed. Bronsted base can modulate the regioselectivity, favoring the formation of 7-membered rings. Mechanistic studies using deuterium-labeled substrates as probes support a rate-determining allylic C-H activation/irreversible reductive elimination pathway.
Lewis base-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy carbonyl compounds
Sato, Yoshinori,Fujisawa, Hidehiko,Mukaiyama, Teruaki
, p. 1275 - 1287 (2007/10/03)
Lewis base-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy carbonyl compounds is described. The [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones proceeded smoothly by using a Lewis base cataly