Literature DB >> 20222685

Efficient synthesis of quaternary and P-stereogenic phosphonium triflates.

Emmanuelle Rémond1, Arnaud Tessier, Frédéric R Leroux, Jérôme Bayardon, Sylvain Jugé.   

Abstract

An efficient and general method for the preparation of achiral and chiral phosphonium salts is reported. This synthesis is based on the quaternization of phosphines and their derivatives with arynes generated in situ from 2-(trimethylsilyl)aryl triflates. This methodology is successfully applied to the synthesis of new valuable P-stereogenic phosphonium triflates.

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Year:  2010        PMID: 20222685     DOI: 10.1021/ol100304c

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


  7 in total

1.  Overturning indolyne regioselectivities and synthesis of indolactam V.

Authors:  Sarah M Bronner; Adam E Goetz; Neil K Garg
Journal:  J Am Chem Soc       Date:  2011-02-25       Impact factor: 15.419

2.  Asymmetric synthesis of quaternary aryl amino acid derivatives via a three-component aryne coupling reaction.

Authors:  Elizabeth P Jones; Peter Jones; Andrew J P White; Anthony G M Barrett
Journal:  Beilstein J Org Chem       Date:  2011-11-25       Impact factor: 2.883

3.  Double heteroatom functionalization of arenes using benzyne three-component coupling.

Authors:  José-Antonio García-López; Meliha Çetin; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-07       Impact factor: 15.336

Review 4.  Late stage C-H functionalization via chalcogen and pnictogen salts.

Authors:  Christopher B Kelly; Rosaura Padilla-Salinas
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

5.  The Aryne Phosphate Reaction.

Authors:  Thomas M Haas; Stefan Wiesler; Tobias Dürr-Mayer; Alexander Ripp; Paraskevi Fouka; Danye Qiu; Henning J Jessen
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-22       Impact factor: 16.823

Review 6.  Cationic Organophosphorus Chromophores: A Diamond in the Rough among Ionic Dyes.

Authors:  Andrey Belyaev; Pi-Tai Chou; Igor O Koshevoy
Journal:  Chemistry       Date:  2020-10-30       Impact factor: 5.020

7.  Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts.

Authors:  Percia Beatrice Arockiam; Ulrich Lennert; Christina Graf; Robin Rothfelder; Daniel J Scott; Tillmann G Fischer; Kirsten Zeitler; Robert Wolf
Journal:  Chemistry       Date:  2020-10-30       Impact factor: 5.236

  7 in total

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