Silver-catalysed multicomponent 1,3-dipolar cycloaddition of 2-oxoaldehydes-derived azomethine ylides
نویسندگان
چکیده
منابع مشابه
Bifunctional AgOAc-catalyzed asymmetric [3 + 2] cycloaddition of azomethine ylides.
[reaction: see text] A bifunctional AgOAc-catalyzed asymmetric cycloaddition of azomethine ylides with electronic-deficient alkenes was developed using ferrocenyloxazoline-derived N,P ligands. The reactive metal-bound azomethine ylide dipole is formed by the deprotonation with acetate, and extra base is not necessary. The reactions proceed with high enantioselectivity. This method provides an e...
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 کاملL-tert-Leucine-Derived AmidPhos–Silver(I) Chiral Complexes for the Asymmetric [3+2] Cycloaddition of Azomethine Ylides
The L-tert-leucine-derived AmidPhos/silver(I) catalytic system has been developed for the asymmetric [3+2] cycloaddition of azomethine ylides with electronic-deficient alkenes with or without Et3N. Under optimal conditions, highly functionalized endo-4-pyrrolidines were obtained with modest to high yields (up to 99% yield) and enantioselectivities (up to 98% ee).
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 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...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2015
ISSN: 0040-4020
DOI: 10.1016/j.tet.2015.09.039