Literature DB >> 19143035

An expeditious synthesis of bruguierol A.

Francisco J Fañanás1, Amadeo Fernández, Deniz Cevic, Félix Rodríguez.   

Abstract

A very simple strategy for the construction of 2,3-benzofused 8-oxabicyclo[3.2.1]octane derivatives is reported. This new process is based on a platinum-catalyzed tandem intramolecular hydroalkoxylation-hydroarylation reaction of aryl-substituted pentynol derivatives. This reaction has been applied in the key step of the total synthesis of bruguierol A, allowing the synthesis of this natural product in a very straightforward manner.

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Year:  2009        PMID: 19143035     DOI: 10.1021/jo8021204

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Copper-catalyzed intramolecular alkene carboetherification: synthesis of fused-ring and bridged-ring tetrahydrofurans.

Authors:  Yan Miller; Lei Miao; Azade S Hosseini; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2012-07-05       Impact factor: 15.419

2.  TiCl4-promoted tandem carbonyl or imine addition and Friedel-Crafts cyclization: synthesis of benzo-fused oxabicyclooctanes and nonanes.

Authors:  Arun K Ghosh; Cuthbert D Martyr; Chun-Xiao Xu
Journal:  Org Lett       Date:  2012-04-04       Impact factor: 6.005

3.  Remodelling of the natural product fumagillol employing a reaction discovery approach.

Authors:  Bradley R Balthaser; Meghan C Maloney; Aaron B Beeler; John A Porco; John K Snyder
Journal:  Nat Chem       Date:  2011-12       Impact factor: 24.427

  3 in total

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