Literature DB >> 14961619

Efficient medium-ring cyclization under non-high-dilution conditions using SmI 2.

Hiroaki Tamiya1, Kazuhiro Goto, Fuyuhiko Matsuda.   

Abstract

[reaction: see text] A general, efficient, and experimentally simple method for generating medium rings utilizing the SmI(2)-mediated Barbier-type coupling has been developed. Various eight- and nine-membered carbocycles and heterocycles are assembled with high efficiency via this protocol. Amazingly, the process does not require high-dilution conditions and almost quantitative yields of the frequently inaccessible medium-sized rings are obtained.

Entities:  

Year:  2004        PMID： 14961619     DOI： 10.1021/ol036329h

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


  3 in total

1.  Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-induced cyclizations.

Authors:  Jakub Saadi; Irene Brüdgam; Hans-Ulrich Reissig
Journal:  Beilstein J Org Chem       Date:  2010-12-28       Impact factor: 2.883

2.  Catalytic Synthesis of 1H-2-Benzoxocins: Cobalt(III)-Carbene Radical Approach to 8-Membered Heterocyclic Enol Ethers.

Authors:  Minghui Zhou; Lukas A Wolzak; Zirui Li; Felix J de Zwart; Simon Mathew; Bas de Bruin
Journal:  J Am Chem Soc       Date:  2021-11-21       Impact factor: 15.419

3.  Copper-Catalyzed Double Additions and Radical Cyclization Cascades in the Re-Engineering of the Antibacterial Pleuromutilin.

Authors:  Rebecca E Ruscoe; Neal J Fazakerley; Huanming Huang; Sabine Flitsch; David J Procter
Journal:  Chemistry       Date:  2015-11-26       Impact factor: 5.236
  3 in total

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