Literature DB >> 10959858

A novel route to the vinyl sulfide nine-membered macrocycle moiety of Griseoviridin.

E Marcantoni1, M Massaccesi, M Petrini, G Bartoli, M C Bellucci, M Bosco, L Sambri.   

Abstract

The synthetic potentialities of cerium(III) chloride are demonstrated by the synthesis of a nine-membered ring heterocycle component of Griseoviridin (3) in optically active form. The key step involves the stereospecific formation of the alpha-carbalkoxy alkenyl sulfide moiety using a combination system of cerium(III) chloride heptahydrate and sodium iodide.

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Year:  2000        PMID: 10959858     DOI: 10.1021/jo000116d

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


  5 in total

1.  Stereoselective chlorothiolation of artemisinin-derived C-10 oxa terminal alkynes.

Authors:  Naresh Surineni; Pori Buragohain; Nabin C Barua
Journal:  Mol Divers       Date:  2015-06-19       Impact factor: 2.943

2.  Hydrothiolation of benzyl mercaptan to arylacetylene: application to the synthesis of (E) and (Z)-isomers of ON 01910·Na (Rigosertib®), a phase III clinical stage anti-cancer agent.

Authors:  Venkat R Pallela; Muralidhar R Mallireddigari; Stephen C Cosenza; Balaiah Akula; D R C Venkata Subbaiah; E Premkumar Reddy; M V Ramana Reddy
Journal:  Org Biomol Chem       Date:  2013-02-06       Impact factor: 3.876

3.  Stereoselective Synthesis of the C11-N26 Fragment of Griseoviridin.

Authors:  Arun K Ghosh; Hui Lei
Journal:  Synthesis (Stuttg)       Date:  2002       Impact factor: 3.157

4.  A novel medium size lactam ring analoges as antibacterial agents: Synthesis, biological evaluation and molecular docking studies.

Authors:  Putcha A N V Harita; Putcha Seshi Kumar; Shiva Krishna Reddy Guduru; Parameshwar Ravula; J N Narendra Sharath Chandra
Journal:  EXCLI J       Date:  2017-08-14       Impact factor: 4.068

Review 5.  Acetylene in Organic Synthesis: Recent Progress and New Uses.

Authors:  Vladimir V Voronin; Maria S Ledovskaya; Alexander S Bogachenkov; Konstantin S Rodygin; Valentine P Ananikov
Journal:  Molecules       Date:  2018-09-24       Impact factor: 4.411

  5 in total

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