Copper‐Catalyzed Formal [4+2] Cycloaddition of Enoldiazoimides with Sulfur Ylides
نویسندگان
چکیده
منابع مشابه
Diastereoselective 1,3-dipolar cycloaddition of pyrylium ylides with chiral enamides.
Chiral enamides 5f-i were found to react with pyrylium ylides to give cycloadducts 6d-i in good yields with an excellent level of stereoselectivity. The chiral auxiliary was successfully removed on hydrogenolysis of compound 6f in continuous flow (H-Cube) resulting in the first asymmetric synthesis of complex amine 8.
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Sulfurdiimides RN=S=NR react in donating solvents with two equivalents of lithiumalkyls to give the dimeric C,N-dilithium-methylenediimidosulfite solvent adducts [(Et2O)Li2{H2CS(NSiMe3)(NBu)}]2 (1) and [(thf)Li2{H8C4S(NBu)2}]2 (2). Firstly, addition of a lithiumalkyl to sulfurdiimide gives the diimidosulfinates [RS(NR )2] (1: R = Me, R = tBu, SiMe3; 2: R = nBu; R = tBu) while in a second step t...
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[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...
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An efficient one-pot three-component procedure for the synthesis of new chiral spiro-oxindolopyrrolizidines with highly regio-, diastereo-, and enantioselective from 1,3-dipolar cycloaddition of azomethine ylides and optically pure active cinamoyl oxazolidinone are described. The process occurs at room temperature in aqueous ethanol as green solvent and in the absence of any bidentate chelating...
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 International Edition
سال: 2018
ISSN: 1433-7851,1521-3773
DOI: 10.1002/anie.201805323