Literature DB >> 25113927

Phosphathiahelicenes: synthesis and uses in enantioselective gold catalysis.

Paul Aillard1, Arnaud Voituriez, Davide Dova, Silvia Cauteruccio, Emanuela Licandro, Angela Marinetti.   

Abstract

Enantiomerically pure thiahelicenes displaying a terminal phosphole unit and a stereogenic phosphorus center have been prepared by oxidative photocyclization of a diaryl-olefin precursor. Starting from one of these phosphathiahelicene oxides, the corresponding trivalent phosphine-Au(I) complex is obtained with complete diastereoselectivity. It affords a new, excellent precatalyst for the enantioselective cycloisomerization of N-tethered enynes (up to 96 % ee).
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  enantioselectivity; enyne cycloisomerization; gold; phosphahelicenes; thiahelicenes

Year:  2014        PMID： 25113927     DOI： 10.1002/chem.201402822

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  6 in total

1.  Sydnone-Based Approach to Heterohelicenes through 1,3-Dipolar-Cycloadditions.

Authors:  Expédite Yen-Pon; Pier Alexandre Champagne; Lucie Plougastel; Sandra Gabillet; Pierre Thuéry; Mizuki Johnson; Gilles Muller; Grégory Pieters; Frédéric Taran; K N Houk; Davide Audisio
Journal:  J Am Chem Soc       Date:  2019-01-15       Impact factor: 15.419

2.  Phosphahelicenes: From Chiroptical and Photophysical Properties to OLED Applications.

Authors:  Keihann Yavari; Wylliam Delaunay; Nicolas De Rycke; Thibault Reynaldo; Paul Aillard; Monika Srebro-Hooper; Victoria Y Chang; Gilles Muller; Denis Tondelier; Bernard Geffroy; Arnaud Voituriez; Angela Marinetti; Muriel Hissler; Jeanne Crassous
Journal:  Chemistry       Date:  2019-03-12       Impact factor: 5.236

3.  Rational Design and Synthesis of [5]Helicene-Derived Phosphine Ligands and Their Application in Pd-Catalyzed Asymmetric Reactions.

Authors:  Kosuke Yamamoto; Takashi Shimizu; Kazunobu Igawa; Katsuhiko Tomooka; Go Hirai; Hiroshi Suemune; Kazuteru Usui
Journal:  Sci Rep       Date:  2016-11-08       Impact factor: 4.379

4.  Dirhenium Coordination Complex Endowed with an Intrinsically Chiral Helical-Shaped Diphosphine Oxide.

Authors:  Elsa Quartapelle Procopio; Davide Dova; Silvia Cauteruccio; Alessandra Forni; Emanuela Licandro; Monica Panigati
Journal:  ACS Omega       Date:  2018-09-24

5.  Transformation of Thia[7]helicene to Aza[7]helicenes and [7]Helicene-like Compounds via Aromatic Metamorphosis.

Authors:  Keisuke Uematsu; Chikara Hayasaka; Ko Takase; Keiichi Noguchi; Koji Nakano
Journal:  Molecules       Date:  2022-01-18       Impact factor: 4.411

6.  Enantioselective Synthesis of Dithia[5]helicenes and their Postsynthetic Functionalization to Access Dithia[9]helicenes.

Authors:  Valentina Pelliccioli; Thierry Hartung; Martin Simon; Christopher Golz; Emanuela Licandro; Silvia Cauteruccio; Manuel Alcarazo
Journal:  Angew Chem Int Ed Engl       Date:  2021-12-21       Impact factor: 16.823
  6 in total

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