Literature DB >> 11720559

Palladium(II)-catalyzed tandem reaction of intramolecular aminopalladation of allenyl N-tosylcarbamates and conjugate addition.

G Liu1, X Lu.   

Abstract

A divalent palladium-catalyzed tandem cyclization-coupling reaction of allenyl N-tosylcarbamates and acrolein was developed. The reaction gave aldehyde-functionalized 2-oxazolidinones in one step with high regioselectivity. A mechanism involving intramolecular aminopalladation of allene, followed by insertion of alkene and C-Pd bond protonolysis, is proposed. [reaction: see text]

Entities:  

Year:  2001        PMID: 11720559     DOI: 10.1021/ol016727p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Copper(II)-Promoted Cyclization/Difunctionalization of Allenols and Allenylsulfonamides: Synthesis of Heterocycle-Functionalized Vinyl Carboxylate Esters.

Authors:  Barbara J Casavant; Zainab M Khoder; Ilyas A Berhane; Sherry R Chemler
Journal:  Org Lett       Date:  2015-12-01       Impact factor: 6.005

2.  Rhodium phosphine-π-arene intermediates in the hydroamination of alkenes.

Authors:  Zhijian Liu; Hideaki Yamamichi; Sherzod T Madrahimov; John F Hartwig
Journal:  J Am Chem Soc       Date:  2011-02-10       Impact factor: 15.419

  2 in total

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