Diastereodivergent Asymmetric 1,3‐Dipolar Cycloaddition of Azomethine Ylides and β‐Fluoroalkyl Vinylsulfones: Low Copper(II) Catalyst Loading and Theoretical Studies
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 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...
متن کاملAgOAc catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with chiral ferrocene derived P,S ligands
Ferrocene derived P,S-heterodonor ligands were effectively used in AgOAc catalyzed asymmetric cycloaddition of azomethine ylides. The roles of planar chirality and electronic properties of the phosphorous substituents have been examined, and up to 93% ee was obtained. 2007 Elsevier Ltd. All rights reserved. The 1,3-dipolar cycloaddition reaction has become a powerful synthetic tool, providing a...
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 کاملThe continuous-flow cycloaddition of azomethine ylides to carbon nanotubes.
This communication demonstrates a straightforward continuous-flow method for efficient exohedral functionalisation of carbon nanotubes which affords soluble samples in a much shorter time over conventional batch processing.
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ژورنال
عنوان ژورنال: Angewandte Chemie
سال: 2019
ISSN: 0044-8249,1521-3757
DOI: 10.1002/ange.201908227