10041-27-7Relevant academic research and scientific papers
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.
HETERO-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONES
-
Page/Page column 117; 118, (2017/07/14)
Compounds of formula (I) as described herein, processes for their production and their use as pharmaceuticals.
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.
FORMYLTETRAHYDROPYRANS, METHOD FOR THE PRODUCTION THEREOF AND USE THEREOF IN THE PRODUCTION OF LIQUID CRYSTAL COMPOUNDS
-
Page/Page column 44-45, (2010/11/25)
The invention relates to formyltetrahydropyrans comprising mesogenic substituents, to a method for the production thereof and to the use thereof for producing substituted tetrahydropyran derivatives.
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
Synthesis of α-allyloxy-substituted α,β-unsaturated esters via aldol condensation. Convenient access to highly substituted allyl vinyl ethers
Hiersemann
, p. 1279 - 1290 (2007/10/03)
α-Allyloxy-substituted α,β-unsaturated esters 1a-r have been prepared in 5 steps from commercially available starting materials. The key sequence of the synthesis is an aldol addition between an α-allyloxy-substituted ester 2a-i and an aldehyde R1CHO followed by mesylation and DBU mediated elimination to afford the 2-alkoxycarbonyl-substituted allyl vinyl ethers 1a-r. The E/Z ratio of the newly generated vinyl ether double bond is apparently determined by the steric bulk of the vinyl ether double bond substituent R1. Z:E ratios from 3:2-9:1 were obtained.
-WITTIG REARRANGEMENT OF ALLYLIC GLYCOLATE ESTERS VIA BORON AND TIN ENOLATES
Oh, Taeboem,Wrobel, Zbigniew,Rubenstein, Steven M.
, p. 4647 - 4650 (2007/10/02)
Wittig rearrangement of allylic glycolate esters via boron and tin enolates gave diastereoselectivities as high as 99.5 : 0.5.Tin enolates were more stereoselective than boron enolates.
