Literature DB >> 19754185

Total synthesis of alkaloid (+/-)-G. B. 13 using a Rh(I)-catalyzed ketone hydroarylation and late-stage pyridine reduction.

Kimberly K Larson1, Richmond Sarpong.   

Abstract

Total synthesis of the Galbulimima alkaloid G. B. 13 was achieved utilizing a functionalized pyridine moiety as a piperidine surrogate. Key to the success of the synthesis was the development of an unprecedented rhodium-catalyzed 1,2-addition of an arylboronic ester into an unactivated ketone.

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Year:  2009        PMID: 19754185     DOI: 10.1021/ja9063487

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  Total synthesis of the Galbulimima alkaloid (-)-GB17.

Authors:  Reed T Larson; Michael D Clift; Regan J Thomson
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-27       Impact factor: 15.336

Review 2.  Transition Metal-Mediated C-C Single Bond Cleavage: Making the Cut in Total Synthesis.

Authors:  Brian Wang; Melecio A Perea; Richmond Sarpong
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-24       Impact factor: 15.336

3.  Methoxypyridines in the synthesis of Lycopodium alkaloids: total synthesis of (+/-)-lycoposerramine R.

Authors:  Vishnumaya Bisai; Richmond Sarpong
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

4.  Direct methoxypyridine functionalization approach to magellanine-type Lycopodium alkaloids.

Authors:  Rebecca A Murphy; Richmond Sarpong
Journal:  Org Lett       Date:  2011-12-27       Impact factor: 6.005

5.  Synthesis of the pentacyclic skeleton of the indole alkaloid arboflorine.

Authors:  Raul A Leal; Danial R Beaudry; Saeed K Alzghari; Richmond Sarpong
Journal:  Org Lett       Date:  2012-09-28       Impact factor: 6.005

6.  Synthetic studies toward the citrinadin A and B core architecture.

Authors:  Devon A Mundal; Richmond Sarpong
Journal:  Org Lett       Date:  2013-09-19       Impact factor: 6.005

7.  Conjugate addition of lithiated methyl pyridines to enones.

Authors:  Douglass F Taber; Pengfei Guo; Michael T Pirnot
Journal:  J Org Chem       Date:  2010-08-20       Impact factor: 4.354

8.  Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid.

Authors:  Gary A Molander; Sarah L J Trice; Steven M Kennedy; Spencer D Dreher; Matthew T Tudge
Journal:  J Am Chem Soc       Date:  2012-07-06       Impact factor: 15.419

9.  Total Synthesis of the Galbulimima Alkaloids Himandravine and GB17 Using Biomimetic Diels-Alder Reactions of Double Diene Precursors.

Authors:  Reed T Larson; Ryan P Pemberton; Jenna M Franke; Dean J Tantillo; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2015-08-25       Impact factor: 15.419

  9 in total

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