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Literature DB >> 10556897

Facile, Novel Methodology for the Synthesis of Spiro

Abstract

The role of the bifunctional catalyst is decisive: The magnesium ion as Lewis acid and its nucleophilic iodide counterion contribute in synergy to the successful ring expansion of the cyclopropane 1 by aldimine 2 [Eq. (1)]. This reaction offers a novel route to spiro[pyrrolidin-3,3'-oxindoles] 3.

Entities: Chemical

Year: 1999 PMID： 10556897

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

15 in total

1. Enantioselective construction of pyrrolidines by palladium-catalyzed asymmetric [3 + 2] cycloaddition of trimethylenemethane with imines.

Authors: Barry M Trost; Steven M Silverman
Journal: J Am Chem Soc Date: 2012-03-02 Impact factor: 15.419

2. Electrocatalytic multicomponent assembling of isatins, 3-methyl-2-pyrazolin-5-ones and malononitrile: facile and convenient way to functionalized spirocyclic [indole-3,4'-pyrano[2,3-c]pyrazole] system.

Authors: Michail N Elinson; Alexander S Dorofeev; Fedor M Miloserdov; Gennady I Nikishin
Journal: Mol Divers Date: 2008-12-02 Impact factor: 2.943

10. Diastereo- and enantioselective [3 + 3] cycloaddition of spirocyclopropyl oxindoles using both aldonitrones and ketonitrones.

Authors: Peng-Wei Xu; Jia-Kuan Liu; Lan Shen; Zhong-Yan Cao; Xiao-Li Zhao; Jun Yan; Jian Zhou
Journal: Nat Commun Date: 2017-11-20 Impact factor: 14.919

Facile, Novel Methodology for the Synthesis of Spiro

1. Enantioselective construction of pyrrolidines by palladium-catalyzed asymmetric [3 + 2] cycloaddition of trimethylenemethane with imines.

2. Electrocatalytic multicomponent assembling of isatins, 3-methyl-2-pyrazolin-5-ones and malononitrile: facile and convenient way to functionalized spirocyclic [indole-3,4'-pyrano[2,3-c]pyrazole] system.

3. Cobalt(II)-catalyzed asymmetric olefin cyclopropanation with α-ketodiazoacetates.

4. Reactions of Imines with Azazirconacyclobutenes and Generation of Electron-Deficient Imidozirconocene Complexes.

5. [3+2] cycloadditions of aryl cyclopropyl ketones by visible light photocatalysis.

6. Highly stereoselective Brønsted acid catalyzed synthesis of spirooxindole pyrans.

7. Multicomponent reaction discovery: three-component synthesis of spirooxindoles.

8. Stereocontrolled Synthesis of (±)-Melokhanine E via an Intramolecular Formal [3 + 2] Cycloaddition.

9. Construction of Spirooxindole Skeleton Through Intramolecular Dieckmann Cyclization.

10. Diastereo- and enantioselective [3 + 3] cycloaddition of spirocyclopropyl oxindoles using both aldonitrones and ketonitrones.