15447-62-8Relevant articles and documents
Chemiluminescence-promoted oxidation of alkyl enol ethers by NHPI under mild conditions and in the dark
Anderson,Andia, Alexander A.,Woerpel
, (2021/02/03)
The hydroperoxidation of alkyl enol ethers using N-hydroxyphthalimide and molecular oxygen occurred in the absence of catalyst, initiator, or light. The reaction proceeds through a radical mechanism that is initiated by N-hydroxyphthalimide-promoted autoxidation of the enol ether substrate. The resulting dioxetane products decompose in a chemiluminescent reaction that allows for photochemical activation of N-hydroxyphthalimide in the absence of other light sources.
Asymmetric Construction of Alkaloids by Employing a Key ω-Transaminase Cascade
Taday, Freya,Ryan, James,Argent, Stephen P.,Caprio, Vittorio,Maciá, Beatriz,O'Reilly, Elaine
, p. 3729 - 3732 (2020/03/11)
An ω-transaminase-triggered intramolecular aza-Michael reaction has been employed for the preparation of cyclic β-enaminones in good yield and excellent enantio- and diastereoselectivity, starting from easily accessible prochiral ketoynones and commercially available enzymes. The powerful thermodynamic driving force associated with the spontaneous aza-Michael reaction effectively displaces the transaminase reaction equilibrium towards product formation, using only two equivalents of isopropylamine. To demonstrate the potential of this methodology, this biocatalytic aza-Michael step was combined with annulation chemistry, affording unique stereo-defined fused alkaloid architectures.
Tandem nucleophilic addition/fragmentation of vinylogous acyl nonaflates for the synthesis of functionalized alkynes, with new mechanistic insight
Batsomboon, Paratchata,Gold, Brian A.,Alabugin, Igor V.,Dudley, Gregory B.
, p. 1818 - 1824 (2012/08/07)
Vinylogous acyl nonaflates, like the corresponding triflates, are subject to nucleophile-triggered fragmentation as part of a tandem process for generating functionalized alkynes. Advantages to the use of nonaflates in lieu of triflates include cost and s