Kinetic Study of Thermal 1,3-Dipolar Cycloaddition of Azomethine Ylides by Using Differential Scanning Calorimetry
نویسندگان
چکیده
منابع مشابه
1,3-Dipolar cycloaddition of unstabilised azomethine ylides by Lewis base catalysis.
Lewis base catalysed 1,3-dipolar cycloaddition between α,β-unsaturated acyl fluorides and N-[(trimethylsilyl)methyl]amino ethers has been achieved using 1 mol% DMAP. Competition experiments and (19)F-NMR studies indicate that the cycloaddition occurs preferentially between the α,β-unsaturated acyl fluoride and the unstabilised azomethine ylide. In addition, an enantioselective variant, using ch...
متن کاملAuxiliary Controlled Intramolecular 1,3-Dipolar Cycloaddition Reactions of Chiral Azomethine Ylides
1,3-Dipolar cycloaddition reactions of azomethine ylides play an important role in the synthesis of highly substituted pyrollidines which are found in the structures of many important natural products and pharmaceuticals . Using this chemistry, four chiral centers can be created in a single step. The asymmetric version of this reaction has been tried both with achiral azomethine ylides and chir...
متن کاملOrganocatalytic enantioselective (3+2) cycloaddition using stable azomethine ylides.
We have developed a highly efficient procedure for carrying out the catalytic enantioselective (3+2) cycloaddition between enals and stable azomethine ylides such as isoquinolinium and phthalizinium methylides. Under the optimized reaction conditions highly substituted chiral pyrroloisoquinolines and pyrrolophthalazines have been obtained in high yields and excellent diastereo- and enantioselec...
متن کامل1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives.
We provide a comprehensive account of the 1,3-dipolar cycloaddition reactions of azomethine ylides with carbonyl dipolarophiles. Many different azomethine ylides have been studied, including stabilized and non-stabilized ylides. Of the carbonyl dipolarophiles, aldehydes including formaldehyde are the most studied, although there are now examples of cycloadditions with ketones, ketenes and carbo...
متن کاملRecent advances in the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides.
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. The past decade has witnessed the development of a bunch of well-defined catalytic systems capable of affording excellent diastereo and enantioselectivities. Recently, a great effort has been focused on expanding the sc...
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ژورنال
عنوان ژورنال: ChemPlusChem
سال: 2012
ISSN: 2192-6506
DOI: 10.1002/cplu.201200107