115175-98-9Relevant academic research and scientific papers
Regio- and stereoselectivity of captodative olefins in 1,3-dipolar cycloadditions. A DFT/HSAB theory rationale for the observed regiochemistry of nitrones
Herrera,Nagarajan,Morales,Mendez,Jimenez-Vazquez,Zepeda,Tamariz,Tamariz
, p. 1252 - 1263 (2001)
Captodative olefins 1-acetylvinyl carboxylates proved to be highly regioselective dipolarophiles in 1,3-dipolar cycloadditon to propionitrile oxide, arylphenylnitrile imines, diazoalkanes, and nitrones to yield the corresponding 5-substituted heterocycles
Sc(OTf)3-catalyzed [3 + 2]-cycloaddition of nitrones with ynones
He, Chun-Ting,Han, Xiao-Li,Zhang, Yan-Xue,Du, Zhen-Ting,Si, Chang-Mei,Wei, Bang-Guo
, p. 457 - 466 (2021/01/29)
An efficient approach to access functionalized (2,3-dihydroisoxazol-4-yl) ketones has been developed by reacting nitrones 4 with ynones 7 or terminal ynones 10 in a one-pot fashion. The reaction went through a formal Sc(OTf)3-catalyzed [3 + 2]-cycloaddition process to generate a number of functionalized (2,3-dihydroisoxazol-4-yl) ketones 11aa-11aw, 11ba-11la and 12aa-12ae in moderate to good yields. This journal is
Synthesis of 4-Isoxazolines through Gold(I)-Catalyzed Cyclization of Propargylic N-Hydroxylamines
Chandrasekhar,Ahn, Sewon,Ryu, Jae-Sang
, p. 6740 - 6749 (2016/08/16)
New catalytic methods for the synthesis of 4-isoxazolines have been developed via catalytic intramolecular cyclizations of propargylic N-hydroxylamines. The reactions proceed rapidly in less than 1 h at room temperature in the presence of 5 mol % (PPh3)AuCl/5 mol % AgOTf or 5 mol % (PPh3)AuNTf2. This process features an efficient route to 4-isoxazolines with high yields, short reaction times, and mild reaction conditions.
Controlling Asymmetric Remote and Cascade 1,3-Dipolar Cycloaddition Reactions by Organocatalysis
Poulsen, Pernille H.,Vergura, Stefania,Monleón, Alicia,J?rgensen, Danny Kaare Bech,J?rgensen, Karl Anker
supporting information, p. 6412 - 6415 (2016/06/09)
The regio- and stereoselective control of cycloaddition reactions to polyconjugated systems has been demonstrated by applying asymmetric organocatalysis. Reaction of 2,4-dienals with nitrones allows for a highly regio- and stereoselective 1,3-dipolar cycl
A magnetoclick imidazolidinone nanocatalyst for asymmetric 1,3-dipolar cycloadditions
Pagoti, Sreenivasarao,Dutta, Debasish,Dash, Jyotirmayee
, p. 3532 - 3538 (2014/01/06)
A 1,3-dipolar azide-alkyne cycloaddition has been used to prepare a magnetic nanoparticle immobilized MacMillan catalyst that catalyzes the enantioselective 1,3-dipolar cycloaddition between nitrones and α,β-unsaturated aldehydes. The catalyst can be recovered and recycled for five consecutive runs without any significant loss in yields and diastereo- and enantioselectivities of the isoxazolidines. Copyright
The cycloaddition of nitrones with homochiral cyclopropanes
Sapeta, Katarina,Kerr, Michael A.
, p. 8597 - 8599 (2008/03/12)
(Chemical Equation Presented) The cycloaddition of nitrones and enantiomerically pure cyclopropane-1,1-dicarboxylates is examined. Transfer of optical activity to the adduct is dictated by thermal reaction conditions and nature of cyclopropane substitutio
Catalytic oxidation of imines based on methyltrioxorhenium/urea hydrogen peroxide: A mild and easy chemo- and regioselective entry to nitrones
Soldaini, Gianluca,Cardona, Francesca,Goti, Andrea
, p. 473 - 476 (2007/10/03)
The first successful catalytic oxidation procedure for the chemoselective conversion of imines to nitrones is reported. The reaction is general, high yielding, and user and environmentally friendly, and furnishes a solution to the yet unanswered issue of
Enantioselective nitrone cycloadditions of α,β-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes
Evans, David A.,Song, Hyun-Ji,Fandrick, Keith R.
, p. 3351 - 3354 (2007/10/03)
Enantioselective nitrone cycloadditions with β-substituted α,β-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl) pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized β′-hydroxy-β-amino acid derivatives.
Asymmetric 1,3-dipolar cycloaddition reaction of nitrones and acrolein with a bis-titanium catalyst as chiral Lewis acid
Kano, Taichi,Hashimoto, Takuya,Maruoka, Keiji
, p. 11926 - 11927 (2007/10/03)
A μ-oxo-type chiral bis-Ti(IV) oxide (S,S)-1 can be successfully utilized in the asymmetric 1,3-dipolar cycloaddition reactions between various nitrones 2 and acrolein to give the corresponding isoxazolidines with high to excellent enantioselectivities. F
