Literature DB >> 24187389

Catalyzed Claisen rearrangements of O-allyl kojates.

Michael C Pirrung1, Jenifer N Nalbandian.   

Abstract

Allylic ethers of kojic acid undergo Claisen rearrangement with catalysis by zinc triflate to give the corresponding C-allylated kojic acids in moderate to good yields.

Entities:  

Keywords:  Claisen rearrangement; Lewis acid catalysis; Microwave-assisted synthesis; Zinc triflate

Year:  2013        PMID： 24187389      PMCID： PMC3812250          DOI： 10.1016/j.tetlet.2013.05.002

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  The Catalytic Enantioselective Claisen Rearrangement of an Allyl Vinyl Ether This work was financially supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, and the Dr. Otto Röhm Gedächtnisstiftung. M.H. thanks Prof. P. Metz and Prof. H.-U. Reissig for their support.

Authors:  Lars Abraham; Regina Czerwonka; Martin Hiersemann
Journal:  Angew Chem Int Ed Engl       Date:  2001-12-17       Impact factor: 15.336

2.  Efficient microwave-assisted prenylation of pinostrobin and biological evaluation of its derivatives as antitumor agents.

Authors:  Hadi Poerwono; Shigeru Sasaki; Yoshiyuki Hattori; Kimio Higashiyama
Journal:  Bioorg Med Chem Lett       Date:  2010-02-20       Impact factor: 2.823

3.  Function-oriented synthesis: studies aimed at the synthesis and mode of action of 1alpha-alkyldaphnane analogues.

Authors:  Paul A Wender; Noel D'Angelo; Vassil I Elitzin; Martin Ernst; Eileen E Jackson-Ugueto; John A Kowalski; Sharon McKendry; Markus Rehfeuter; Robert Sun; David Voigtlaender
Journal:  Org Lett       Date:  2007-04-05       Impact factor: 6.005

4.  The Cu(OTf)2- and Yb(OTf)3-catalyzed Claisen rearrangement of 2-alkoxycarbonyl-substituted allyl vinyl ethers.

Authors:  M Hiersemann; L Abraham
Journal:  Org Lett       Date:  2001-01-11       Impact factor: 6.005

5.  Gold(I)-catalyzed propargyl Claisen rearrangement.

Authors:  Benjamin D Sherry; F Dean Toste
Journal:  J Am Chem Soc       Date:  2004-12-15       Impact factor: 15.419

6.  Enantioselective Claisen rearrangements with a hydrogen-bond donor catalyst.

Authors:  Christopher Uyeda; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2008-06-25       Impact factor: 15.419

7.  Modular synthesis of candidate indole-based insulin mimics by Claisen rearrangement.

Authors:  Xin Xiong; Michael C Pirrung
Journal:  Org Lett       Date:  2008-02-28       Impact factor: 6.005

8.  Gateway synthesis of daphnane congeners and their protein kinase C affinities and cell-growth activities.

Authors:  Paul A Wender; Nicole Buschmann; Nathan B Cardin; Lisa R Jones; Cindy Kan; Jung-Min Kee; John A Kowalski; Kate E Longcore
Journal:  Nat Chem       Date:  2011-06-19       Impact factor: 24.427
  8 in total

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