Literature DB >> 16262397

Catalytic Ni/Cr-mediated macrocyclization without use of high-dilution techniques.

Kosuke Namba1, Yoshito Kishi.   

Abstract

The feasibility of catalytic Ni/Cr-mediated macrocyclization was demonstrated for the two substrates chosen from the halichondrin area. With 5 mol % of Ni and Cr catalysts, the macrocyclization was realized without use of high-dilution techniques. The reported method has a number of appealing features, including user-friendliness, easy workup, apparent scalability, and cost-effectiveness. In addition, all the required reagents are commercially available or obtainable in one or two steps from commercially available chemicals.

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Year:  2005        PMID: 16262397     DOI: 10.1021/ja055966v

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  Macrolactonization via hydrocarbon oxidation.

Authors:  Kenneth J Fraunhoffer; Narayanasamy Prabagaran; Lauren E Sirois; M Christina White
Journal:  J Am Chem Soc       Date:  2006-07-19       Impact factor: 15.419

2.  Polyether macrocycles from intramolecular cyclopropanation and ylide formation. Effect of catalyst and coordination.

Authors:  Thomas M Weathers; Yuanhua Wang; Michael P Doyle
Journal:  J Org Chem       Date:  2006-10-13       Impact factor: 4.354

3.  Streamlined syntheses of (-)-dictyostatin, 16-desmethyl-25,26-dihydrodictyostatin, and 6-epi-16-desmethyl-25,26-dihydrodictyostatin.

Authors:  Wei Zhu; María Jiménez; Won-Hyuk Jung; Daniel P Camarco; Raghavan Balachandran; Andreas Vogt; Billy W Day; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

4.  Effective Procedure for Selective Ammonolysis of Monosubstituted Oxiranes: Application to E7389 Synthesis.

Authors:  Yosuke Kaburagi; Yoshito Kishi
Journal:  Tetrahedron Lett       Date:  2007-12       Impact factor: 2.415

5.  Operationally simple and efficient workup procedure for TBAF-mediated desilylation: application to halichondrin synthesis.

Authors:  Yosuke Kaburagi; Yoshito Kishi
Journal:  Org Lett       Date:  2007-02-15       Impact factor: 6.005

6.  Macrocyclization by nickel-catalyzed, ester-promoted, epoxide-alkyne reductive coupling: total synthesis of (-)-gloeosporone.

Authors:  James D Trenkle; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

7.  Second generation synthesis of C27-C35 building block of E7389, a synthetic halichondrin analogue.

Authors:  Yu-Rong Yang; Dae-Shik Kim; Yoshito Kishi
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005

8.  Attempts to improve the overall stereoselectivity of the Ireland-Claisen rearrangement.

Authors:  Chi-Li Chen; Kosuke Namba; Yoshito Kishi
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

9.  Chromium(II)-catalyzed enantioselective arylation of ketones.

Authors:  Gang Wang; Shutao Sun; Ying Mao; Zhiyu Xie; Lei Liu
Journal:  Beilstein J Org Chem       Date:  2016-12-19       Impact factor: 2.883

  9 in total

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