Literature DB >> 12530908

Stereoselective synthesis of enynes by nickel-catalyzed cross-coupling of divinylic chalcogenides with alkynes.

Claudio C Silveira1, Antonio L Braga, Adriano S Vieira, Gilson Zeni.   

Abstract

(Z,Z)- and (E,E)-divinylic selenides and telurides undergo direct coupling with terminal alkynes in the presence of a nickel/CuI catalyst at room temperature to give (Z)- and (E)-enyne systems in good yields and with complete retention of configuration.

Entities:  

Year:  2003        PMID: 12530908     DOI: 10.1021/jo0261707

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


  3 in total

Review 1.  Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors:  Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal:  Top Curr Chem (Cham)       Date:  2021-01-05

2.  Green Hydroselenation of Aryl Alkynes: Divinyl Selenides as a Precursor of Resveratrol.

Authors:  Gelson Perin; Angelita M Barcellos; Eduardo Q Luz; Elton L Borges; Raquel G Jacob; Eder J Lenardão; Luca Sancineto; Claudio Santi
Journal:  Molecules       Date:  2017-02-20       Impact factor: 4.411

3.  Selenium Dihalides Click Chemistry: Highly Efficient Stereoselective Addition to Alkynes and Evaluation of Glutathione Peroxidase-Like Activity of Bis(E-2-halovinyl) Selenides.

Authors:  Maxim V Musalov; Vladimir A Potapov; Arkady A Maylyan; Alfiya G Khabibulina; Sergey V Zinchenko; Svetlana V Amosova
Journal:  Molecules       Date:  2022-02-03       Impact factor: 4.411

  3 in total

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