80236-09-5Relevant academic research and scientific papers
Substrate-Controlled Product Divergence: Conversion of CO2 into Heterocyclic Products
Rintjema, Jeroen,Epping, Roel,Fiorani, Giulia,Martín, Eddy,Escudero-Adán, Eduardo C.,Kleij, Arjan W.
supporting information, p. 3972 - 3976 (2016/03/19)
Substituted epoxy alcohols and amines allow substrate-controlled conversion of CO2 into a wide range of heterocyclic structures through different mechanistic manifolds. This new approach results in an unusual scope of CO2-derived products by initial activation of CO2 through either the amine or alcohol unit, thus providing nucleophiles for intramolecular epoxy ring opening under mild reaction conditions. Control experiments support the crucial role of the amine/alcohol fragment in this process with the nucleophile-assisted ring-opening step following an SNi pathway, and a 5-exo-tet cyclization, thus leading to heterocyclic scaffolds.
Structure-based screening and optimization of cytisine derivatives as inhibitors of the menin-MLL interaction
Zhong, Hai-Jing,Lee, Bo Ra,Boyle, Joshua William,Wang, Wanhe,Ma, Dik-Lung,Hong Chan, Philip Wai,Leung, Chung-Hang
supporting information, p. 5788 - 5791 (2016/05/19)
The natural product-like compound 1 was identified as a direct inhibitor of the menin-MLL interaction by in silico screening. Structure-based optimization furnished analogue 1a, which showed significantly higher potency than both the lead structure 1 and the reference compound MI-2.
Highly regioselective and efficient synthesis of aminoepoxides by ring closure of aminohalohydrins mediated by KF-Celite
Pace, Vittorio,Hoyos, Pilar,Sinisterra, José Vicente,Alcántara, Andrés R.,Holzer, Wolfgang
, p. 1831 - 1834 (2011/09/16)
The regioselective synthesis of several aminoepoxides has been achieved without observing any trace of azetidinols, which are usually reported as the exclusive reaction products when aminohalohydrins are treated with bases. The use of the mild supported base KF-Celite in refluxing acetonitrile is crucial for modulating the excellent regioselectivity observed. Georg Thieme Verlag Stuttgart . New York.
Facile Syntheses of Azetidin-3-ols by Rearrangement of 2,3-Epoxypropylamines
Oh, Chang Ho,Rhim, Chul Yun,You, Choong Ho,Cho, Jin Rai
, p. 4297 - 4302 (2007/10/03)
The N-alkyl-2,3-epoxypropylamines (2) formed from primary alkylamines (1) and epichlorohydrin were chemoselectively rearranged to the four-membered rings, N-alkylazetidin-3-ols (3), upon treatment of triethylamine in refluxing acetonitrile.
