Literature DB >> 31298546

Studies Targeting Ryanodol Result in an Annulation Reaction for the Synthesis of a Variety of Fused Carbocycles.

Rajdip Karmakar1, Arnold L Rheingold2, Glenn C Micalizio1.   

Abstract

An annulation reaction is described to access a range of polycyclic and highly oxygenated <span class="Chemical">carbocycles. First developed in an approach to the synthesis of ryanodol, metallacycle-mediated annulative diketone-alkyne coupling defines a framework for realization of new retrosynthetic relationships for complex molecule synthesis. In addition to demonstrating this reaction in the context of forging distinct carbocyclic systems, including those featuring a seven-membered ring, the choice of quenching reagent leads to unique reaction outcomes.

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Year:  2019        PMID: 31298546      PMCID: PMC6677624          DOI: 10.1021/acs.orglett.9b02278

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


  23 in total

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Review 3.  Ryanodine receptor calcium release channels.

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Journal:  Physiol Rev       Date:  2002-10       Impact factor: 37.312

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Review 5.  Natural product synthesis in the age of scalability.

Authors:  Christian A Kuttruff; Martin D Eastgate; Phil S Baran
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6.  Natural product synthesis: changes over time.

Authors:  Reinhard W Hoffmann
Journal:  Angew Chem Int Ed Engl       Date:  2012-12-03       Impact factor: 15.336

7.  The Art and Science of Total Synthesis at the Dawn of the Twenty-First Century.

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Review 8.  Targeting ryanodine receptors for anti-arrhythmic therapy.

Authors:  Mark D McCauley; Xander H T Wehrens
Journal:  Acta Pharmacol Sin       Date:  2011-06       Impact factor: 6.150

9.  Asymmetric synthesis of medium-sized rings by intramolecular Au(I)-catalyzed cyclopropanation.

Authors:  Iain D G Watson; Stefanie Ritter; F Dean Toste
Journal:  J Am Chem Soc       Date:  2009-02-18       Impact factor: 15.419

10.  Structural aspects of ryanodine action and selectivity.

Authors:  A L Waterhouse; I N Pessah; A O Francini; J E Casida
Journal:  J Med Chem       Date:  1987-04       Impact factor: 7.446

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  2 in total

1.  Synthesis of Anhydroryanodol.

Authors:  Kang Du; Matthew J Kier; Zachary D Stempel; Valer Jeso; Arnold L Rheingold; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2020-07-07       Impact factor: 15.419

Review 2.  Recent Advances in Construction of Polycyclic Natural Product Scaffolds via One-Pot Reactions Involving Alkyne Annulation.

Authors:  Liyao Zheng; Ruimao Hua
Journal:  Front Chem       Date:  2020-10-15       Impact factor: 5.221

  2 in total

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