Literature DB >> 18184002

Gold-catalyzed [4+3]-annulation of oxabicyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization.

Yu-Chia Hsu1, Swarup Datta, Chun-Ming Ting, Rai-Shung Liu.   

Abstract

This work reports new gold-catalyzed [4+3]-annulations of oxacyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization; on the basis of experimental observations, we propose a mechanism involving the opening of the oxacyclic ring by a PPh3Au+-assisted SN2-attack of allylsilanes.

Entities:  

Year:  2008        PMID: 18184002     DOI: 10.1021/ol7030334

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


  4 in total

1.  Mild aromatic palladium-catalyzed protodecarboxylation: kinetic assessment of the decarboxylative palladation and the protodepalladation steps.

Authors:  Joshua S Dickstein; John M Curto; Osvaldo Gutierrez; Carol A Mulrooney; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

2.  Synthesis of azepines by a gold-catalyzed intermolecular [4 + 3]-annulation.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  J Am Chem Soc       Date:  2008-06-25       Impact factor: 15.419

3.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

4.  Gold(I)-Catalyzed Nucleophilic Allylation of Azinium Ions with Allylboronates.

Authors:  Luke O'Brien; Stephen P Argent; Kristaps Ermanis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-25       Impact factor: 16.823

  4 in total

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