Synthesis of Spiroisoxazolines by 1,3-Dipolar Cycloaddition
The cycloaddition of the chiral nitrile oxide 1 to 1-R-substituted 3,3-methylene-5,5-dimethyl-2-pyrrolidinones 2 (where R is H, n-butyl-, 1,1-dimethylethoxycarbonyl-, 1-methylethenyl- and acetyl-) proceeds regioselectively under the formation of ...
Peter Ertl +3 more
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Recent advances in the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides [PDF]
Catalytic asymmetric 1,3-dipolar cycloadditions of azomethine ylides have turned out to be one of the most efficient methods for the preparation of enantioenriched pyrrolidines.
Adrio, Javier, Carretero, Juan C.
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Photo-induced 1, 3-Dipolar Cycloaddition Reaction of Aziridinedicarboximide
Cycloaddition reaction of N-(p-methoxyphenyl)-1-benzyl-2, 3-aziridinedicarboximide (8) with dimethyl acetylenedicarboxylate (3) was not effected thermally, but under irradiation it resulted in a formation of 1 : 1-cycloadducts, I (9), II (17), and III (34), and a 1 : 2-cycloadduct IV (38).
SADAO OIDA, EIJI OHKI
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Intramolecular Azide to Alkene Cycloadditions for the Construction of Pyrrolobenzodiazepines and Azetidino-Benzodiazepines [PDF]
The coupling of proline- and azetidinone-substituted alkenes to 2-azidobenzoic and 2-azidobenzenesulfonic acid gives precursors that undergo intramolecular azide to alkene 1,3-dipolar cycloadditions to give imine-, triazoline- or aziridine-containing ...
Antonow +9 more
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A theoretical study of 1,3-cycloaddition has been carried out using density functional theory (DFT) methods at the B3LYP/6-31G* level. The regioselectivity of the reaction have been clarified through different theoretical approaches: Case of a Two-Center
Adib Ghaleb +5 more
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Oxazolo[5,4-d]pyrimidines can be considered as 9-oxa-purine analogs of naturally occurring nucleic acid bases. Interest in this ring system has increased due to recent reports of biologically active derivatives.
Subrata Mandal +4 more
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Halogenation effects in Intramolecular Furan Diels-Alder reactions:broad scope synthetic and computational studies [PDF]
For the first time a comprehensive synthetic and computational study of the effect of halogen substitution on both furan and dienophile for the intramolecular Furan Diels-Alder (IMDAF) reaction has been undertaken.
Bebbington, Magnus William Paul +3 more
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Applications of Azide-Based Bioorthogonal Click Chemistry in Glycobiology
Click chemistry is a powerful chemical reaction with excellent bioorthogonality features: biocompatible, rapid and highly specific in biological environments.
Xiu Zhang, Yan Zhang
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Concerted [4 + 2] and Stepwise (2 + 2) Cycloadditions of Tetrafluoroethylene with Butadiene: DFT and DLPNO-UCCSD(T) Explorations. [PDF]
Tetrafluoroethylene and butadiene form the 2 + 2 cycloadduct under kinetic control, but the Diels-Alder cycloadduct is formed under thermodynamic control. Borden and Getty showed that the preference for 2 + 2 cycloaddition is due to the necessity for syn-
Houk, KN +4 more
core
Synthesis of Chromen[4,3-b]pyrrolidines by Intramolecular 1,3-Dipolar Cycloadditions of Azomethine Ylides: An Experimental and Computational Assessment of the Origin of Stereocontrol [PDF]
Azomethine ylides, generated from imine-derived O-cinnamyl or O-crotonyl salicylaldeyde and α-amino acids, undergo intramolecular 1,3-dipolar cycloaddition, leading to chromene[4,3-b]pyrrolidines.
Arrieta, Ana +8 more
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