Literature DB >> 24976944

Total Synthesis of Propolisbenzofuran B.

Brian T Jones1, Christopher T Avetta1, Regan J Thomson1.   

Abstract

The first total synthesis of propolisbenzofuran B, a bioactive natural product isolated from honeybee propolis resin, is reported. The convergent synthesis makes use of a silicon-tether controlled oxidative ketone-ketone cross-coupling and a novel benzofuran-generating cascade reaction to deliver the core structure of the natural product from readily prepared precursors.

Entities:  

Year:  2014        PMID: 24976944      PMCID: PMC4066987          DOI: 10.1039/C4SC00356J

Source DB:  PubMed          Journal:  Chem Sci        ISSN: 2041-6520            Impact factor:   9.825


  26 in total

1.  Two novel cytotoxic benzofuran derivatives from Brazilian propolis.

Authors:  A H Banskota; Y Tezuka; K Midorikawa; K Matsushige; S Kadota
Journal:  J Nat Prod       Date:  2000-09       Impact factor: 4.050

2.  Antibacterial, antifungal, antiamoebic, antiinflammatory and antipyretic studies on propolis bee products.

Authors:  J W Dobrowolski; S B Vohora; K Sharma; S A Shah; S A Naqvi; P C Dandiya
Journal:  J Ethnopharmacol       Date:  1991-10       Impact factor: 4.360

3.  C-H functionalization logic in total synthesis.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  Chem Soc Rev       Date:  2011-02-07       Impact factor: 54.564

4.  Antioxidant activity of Argentine propolis extracts.

Authors:  M I Isla; M I Nieva Moreno; A R Sampietro; M A Vattuone
Journal:  J Ethnopharmacol       Date:  2001-07       Impact factor: 4.360

5.  Enantioselective synthesis of biphenols from 1,4-diketones by traceless central-to-axial chirality exchange.

Authors:  Fenghai Guo; Leah C Konkol; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2010-12-09       Impact factor: 15.419

6.  1-Amino-3-siloxy-1,3-butadienes: Highly Reactive Dienes for the Diels-Alder Reaction.

Authors:  Sergey A. Kozmin; Jacob M. Janey; Viresh H. Rawal
Journal:  J Org Chem       Date:  1999-04-30       Impact factor: 4.354

Review 7.  Antibacterial properties of propolis (bee glue).

Authors:  J M Grange; R W Davey
Journal:  J R Soc Med       Date:  1990-03       Impact factor: 18.000

8.  Diastereoselective oxidative carbon-carbon bond formation via silyl bis-enol ethers.

Authors:  Christopher T Avetta; Leah C Konkol; Carla N Taylor; Karen C Dugan; Charlotte L Stern; Regan J Thomson
Journal:  Org Lett       Date:  2008-12-18       Impact factor: 6.005

9.  Oxidative carbon-carbon bond formation via silyl bis-enol ethers: controlled cross-coupling for the synthesis of quaternary centers.

Authors:  Michael D Clift; Carla N Taylor; Regan J Thomson
Journal:  Org Lett       Date:  2007-10-03       Impact factor: 6.005

10.  A mild, catalytic, and highly selective method for the oxidation of alpha,beta-enones to 1,4-enediones.

Authors:  Jin-Quan Yu; E J Corey
Journal:  J Am Chem Soc       Date:  2003-03-19       Impact factor: 15.419

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  2 in total

Review 1.  Radicals: Reactive Intermediates with Translational Potential.

Authors:  Ming Yan; Julian C Lo; Jacob T Edwards; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

2.  A detailed computational investigation on the structural and spectroscopic properties of propolisbenzofuran B.

Authors:  Morteza Rouhani
Journal:  Heliyon       Date:  2019-10-08
  2 in total

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