Literature DB >> 19374390

Platinum(II) catalysts for highly enantioselective 1,6-enyne cycloisomerizations. synthetic, structural, and catalytic studies.

Delphine Brissy1, Myriem Skander, Hélène Jullien, Pascal Retailleau, Angela Marinetti.   

Abstract

A new family of cyclometalated (N-heterocyclic carbene)-Pt(II) complexes bearing monodentate phosphines as ancillary ligands has been designed for use as precatalysts in 1,6-enyne cycloisomerization reactions. Highly enantioselective skeletal rearrangements of allylpropargyl-tosylamide derivatives have been developed by using (S)-Ph-Binepine as the chiral auxiliary. Enantiomeric excesses up to 97% have been obtained.

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Year:  2009        PMID: 19374390     DOI: 10.1021/ol900724z

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


  6 in total

1.  Enantioselective Tandem Cyclization of Alkyne-Tethered Indoles Using Cooperative Silver(I)/Chiral Phosphoric Acid Catalysis.

Authors:  Yugen Zhu; Wei He; Wei Wang; Chloe E Pitsch; Xiaotai Wang; Xiang Wang
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-23       Impact factor: 15.336

2.  Asymmetric Au-catalyzed cycloisomerization of 1,6-enynes: An entry to bicyclo[4.1.0]heptene.

Authors:  Alexandre Pradal; Chung-Meng Chao; Patrick Y Toullec; Véronique Michelet
Journal:  Beilstein J Org Chem       Date:  2011-07-26       Impact factor: 2.883

3.  Modular chiral gold(i) phosphite complexes†Electronic supplementary information (ESI) available: Experimental results and NMR data. CCDC 933751 (L11(AuCl)), 933752 (L12(AuCl)a), 933753 (L9(AuCl)), 933754 (L10(AuCl)), 933756 (L8(AuCl)), 933757 (L12(AuCl)e). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3cy00250kClick here for additional data file.Click here for additional data file.

Authors:  Nicolas Delpont; Imma Escofet; Patricia Pérez-Galán; Dirk Spiegl; Mihai Raducan; Christophe Bour; Riccardo Sinisi; Antonio M Echavarren
Journal:  Catal Sci Technol       Date:  2013-07-22       Impact factor: 6.119

4.  Atropisomeric [(diphosphine)Au2 Cl2 ] complexes and their catalytic activity towards asymmetric cycloisomerisation of 1,6-enynes.

Authors:  Elena M Barreiro; Ekaterina V Boltukhina; Andrew J P White; King Kuok Mimi Hii
Journal:  Chemistry       Date:  2014-12-11       Impact factor: 5.236

5.  Chiral cyclopentadienylruthenium sulfoxide catalysts for asymmetric redox bicycloisomerization.

Authors:  Barry M Trost; Michael C Ryan; Meera Rao
Journal:  Beilstein J Org Chem       Date:  2016-06-07       Impact factor: 2.883

Review 6.  Catalytic enantioselective construction of vicinal quaternary carbon stereocenters.

Authors:  Feng Zhou; Lei Zhu; Bo-Wen Pan; Yang Shi; Yun-Lin Liu; Jian Zhou
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

  6 in total

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