Literature DB >> 20683534

Stereospecific and highly stereoselective cyclopropanation reactions promoted by samarium.

José M Concellón1, Humberto Rodríguez-Solla, Carmen Concellón, Vicente del Amo.   

Abstract

Samarium metal and samarium diiodide have become important tools as selective cyclopropanating agents in organic synthesis due to their high chemo- and stereoselectivity. Therefore, Sm and SmI(2) are the ideal reagents to prepare cyclopropane derivatives. This tutorial review highlights C-C multiple bond cyclopropanation processes promoted by samarium or samarium diiodide.

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Year:  2010        PMID: 20683534     DOI: 10.1039/b915662c

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  4 in total

1.  Rhodium-catalyzed ring expansion of cyclopropanes to seven-membered rings by 1,5 C-C bond migration.

Authors:  Xiaoxun Li; Min Zhang; Dongxu Shu; Patrick J Robichaux; Suyu Huang; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-09       Impact factor: 15.336

2.  Ring expansion of alkynyl cyclopropanes to highly substituted cyclobutenes via a N-sulfonyl-1,2,3-triazole intermediate.

Authors:  Renhe Liu; Min Zhang; Gabrielle Winston-McPherson; Weiping Tang
Journal:  Chem Commun (Camb)       Date:  2012-08-03       Impact factor: 6.222

3.  Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes.

Authors:  Tarun Kumar; Amira Ben Hassine; Agathe Martinez; Dominique Harakat; Sylviane Chevreux; Fabien Massicot; Marc Taillefer; Jean-Bernard Behr; Jean-Luc Vasse; Florian Jaroschik
Journal:  J Vis Exp       Date:  2018-07-28       Impact factor: 1.355

4.  Extension of the Simmons-Smith reaction to metal-carbynes: efficient synthesis of metallacyclopropenes with σ-aromaticity.

Authors:  Fanping Huang; Xuejuan Zheng; Xinlei Lin; Linting Ding; Qingde Zhuo; Ting Bin Wen; Hong Zhang; Haiping Xia
Journal:  Chem Sci       Date:  2020-09-03       Impact factor: 9.825

  4 in total

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