Nitrile Ylide Mechanism in Formal [3+2] Additions of Activated Oxazole

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概要

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• A mechanism of the formal [3+2] additions of 5-alkoxy-2-dialkylaminooxazole with some dipolarophiles to give five-membered heterocycles is determined. A kinetic study using methanol suggests that the reactions proceed stepwise through a nitrile ylide intermediate. Semiempirical molecular orbital calculations show that electronic properties of 5-alkoxy-2-dialkylaminooxazole are quite differenet from that of other oxazole derivatives.

• 和歌山県立医科大学の論文

著者

• 井畑 敏一

  大阪大学大学院理学研究科

• 福島 和明

  和歌山県立医科大学化学教室

関連論文

• Benchmark of Molecular Mechanics, Semiempirical Molecular Orbital Theory, Hartree-Fock Theory, Density Functional Theory, and Perturbation Theory Calculations for Hydorgen-Bonding Pairs of Nucleic Acid Bases(In Commemoraion of Prof.Kanbara's Retirement)
• Effect of Counterpoise Correction on Formation of Hydrogen-bonded Dimer of Formic Acid.
• Evaluation of Basis Set Superposition Error in 1, 3-Dipolar Cycloaddition of Nitrile Ylide with Ethylene by Counterpoise Correction
• Natural Bond Orbital Analysis of 1,5-Electrocyclizations of Vinyl and Formyldiazomethanes(In Commemoration of Prof. Hirao's Retirement)
• NBO Analysis of Pericyclic and Pseudopericyclic 1,5-Electrocyclizations of Conjugated Nitrile Ylides (横田矗教授退職記念号)
• Electronic Properties of Pericyclic and Pseudopericyclic 1,5-Electrocyclizations of Conjugated Nitrile Ylides.
• Molecular Orbital Calculations on Ground State Nitrilium Betaines
• Density Functional Studies of 1,5-Cyclization of 3-Carbonyl Nitrile Ylide
• Ab Initio and Density Functional Studies of Nitrile Ylide and 3-Formyl Nitrile Ylide
• Nitrile Ylide Mechanism in Formal [3+2] Additions of Activated Oxazole

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