Literature DB >> 19156654

A palladium(II)-catalyzed synthesis of spiroacetals through a one-pot multicomponent cascade reaction.

José Barluenga1, Abraham Mendoza, Félix Rodríguez, Francisco J Fañanás.   

Abstract

Functionalized spiroacetals have been easily prepared in a one-pot three-component coupling process that involves the reaction of pentynol derivatives, salicylaldehydes, and amines in the presence of catalytic amounts of a palladium(II) complex (see scheme). Alternatively, oxygen-substituted spiroacetals can be obtained by using orthoesters as the third component.

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Year:  2009        PMID: 19156654     DOI: 10.1002/anie.200805519

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


  7 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  Gold(I)-Mediated Cycloisomerization/Cycloaddition Enables Bioinspired Syntheses of Neonectrolides B-E and Analogues.

Authors:  Thomas J Purgett; Matthew W Dyer; Bryce Bickel; James McNeely; John A Porco
Journal:  J Am Chem Soc       Date:  2019-09-12       Impact factor: 15.419

Review 3.  Applications of alkyl orthoesters as valuable substrates in organic transformations, focusing on reaction media.

Authors:  Zahra Khademi; Kobra Nikoofar
Journal:  RSC Adv       Date:  2020-08-17       Impact factor: 4.036

4.  A biosynthetically inspired synthesis of (-)-berkelic acid and analogs.

Authors:  Christopher F Bender; Christopher L Paradise; Vincent M Lynch; Francis K Yoshimoto; Jef K De Brabander
Journal:  Tetrahedron       Date:  2018-01-12       Impact factor: 2.457

5.  Amines as key building blocks in Pd-assisted multicomponent processes.

Authors:  Didier Bouyssi; Nuno Monteiro; Geneviève Balme
Journal:  Beilstein J Org Chem       Date:  2011-10-10       Impact factor: 2.883

6.  Multicomponent and multicatalytic asymmetric synthesis of furo[2,3-b]pyrrole derivatives: further insights into the mode of action of chiral phosphoric acid catalysts.

Authors:  Lara Cala; Pedro Villar; Ángel R de Lera; Francisco J Fañanás; Rosana Álvarez; Félix Rodríguez
Journal:  Chem Sci       Date:  2020-08-12       Impact factor: 9.825

7.  Solvent-dependent divergent functions of Sc(OTf)₃ in stereoselective epoxide-opening spiroketalizations.

Authors:  Indrajeet Sharma; Jacqueline M Wurst; Derek S Tan
Journal:  Org Lett       Date:  2014-04-17       Impact factor: 6.005

  7 in total

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