Literature DB >> 19777052

Borane Complexes of the H(3)PO(2) P(III) Tautomer: Useful Phosphinate Equivalents.

Yamina Belabassi1, Monika I Antczak, Jennifer Tellez, Jean-Luc Montchamp.   

Abstract

The preparation and reactivity of novel (R(1)O)(R(2)O)P(BH(3))H [R(1), R(2) = Et, TIPS] synthons is investigated. The direct alkylation of these compounds with lithium hexamethyldisilazide (LiHMDS) and various electrophiles, provided new series of phosphonite-borane complexes, which can be converted into H-phosphinates and boranophosphonates.

Entities:  

Year:  2008        PMID: 19777052      PMCID: PMC2607034          DOI: 10.1016/j.tet.2008.07.054

Source DB:  PubMed          Journal:  Tetrahedron        ISSN: 0040-4020            Impact factor:   2.457


  26 in total

1.  A convenient synthetic route to (Sp)-methylphosphine borane derivatives via an asymmetric lithiation/trapping-reductive elimination strategy.

Authors:  B Wolfe; T Livinghouse
Journal:  J Org Chem       Date:  2001-02-23       Impact factor: 4.354

2.  Inhibitor Ionization as a Determinant of Binding to 3-Dehydroquinate Synthase.

Authors:  Feng Tian; Jean-Luc Montchamp; J. W. Frost
Journal:  J Org Chem       Date:  1996-10-18       Impact factor: 4.354

3.  Design, modelling, synthesis and biological evaluation of peptidomimetic phosphinates as inhibitors of matrix metalloproteinases MMP-2 and MMP-8.

Authors:  Gianluca Bianchini; Massimiliano Aschi; Giancarlo Cavicchio; Marcello Crucianelli; Serena Preziuso; Carlo Gallina; Adele Nastari; Enrico Gavuzzo; Fernando Mazza
Journal:  Bioorg Med Chem       Date:  2005-08-01       Impact factor: 3.641

4.  Highly enantioselective hydrogenation of alpha-dehydroamino acids by rhodium complexes with new unsymmetric P-chirogenic bisphosphine ligands.

Authors:  A Ohashi; T Imamoto
Journal:  Org Lett       Date:  2001-02-08       Impact factor: 6.005

5.  Investigations on New Strategies for the Facile Synthesis of Polyfunctionalized Phosphinates: Phosphinopeptide Analogues of Glutathionylspermidine.

Authors:  Shoujun Chen; James K. Coward
Journal:  J Org Chem       Date:  1998-02-06       Impact factor: 4.354

6.  A new class of antituberculosis agents.

Authors:  P B Jones; N M Parrish; T A Houston; A Stapon; N P Bansal; J D Dick; C A Townsend
Journal:  J Med Chem       Date:  2000-08-24       Impact factor: 7.446

7.  NiCl2-catalyzed hydrophosphinylation.

Authors:  Patrice Ribière; Karla Bravo-Altamirano; Monika I Antczak; Jennifer D Hawkins; Jean-Luc Montchamp
Journal:  J Org Chem       Date:  2005-05-13       Impact factor: 4.354

8.  Palladium-catalyzed hydrophosphinylation of alkenes and alkynes.

Authors:  Sylvine Deprèle; Jean-Luc Montchamp
Journal:  J Am Chem Soc       Date:  2002-08-14       Impact factor: 15.419

9.  Methyl 2,6-di-O-benzyl-3,4-O-phenylphosphinediyl-beta-D-galactopyranoside(P-B)borane with chirality on the P atom.

Authors:  Magnus J Johansson; Anders Bergh; Krister Larsson
Journal:  Acta Crystallogr C       Date:  2004-04-09       Impact factor: 1.172

10.  Synthesis of both enantiomers of a P-chirogenic 1,2-bisphospholanoethane ligand via convergent routes and application to rhodium-catalyzed asymmetric hydrogenation of CI-1008 (pregabalin).

Authors:  Garrett Hoge
Journal:  J Am Chem Soc       Date:  2003-08-27       Impact factor: 15.419

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  3 in total

1.  Temporary Protection of H-Phosphinic Acids as a Synthetic Strategy.

Authors:  Laëtitia Coudray; Jean-Luc Montchamp
Journal:  European J Org Chem       Date:  2009-09

2.  Synthesis and Ambiphilic Reactivity of Metalated Diorgano-Phosphonite Boranes.

Authors:  Thomas D Hettich; Richard Rudolf; Christoph M Feil; Nicholas Birchall; Martin Nieger; Dietrich Gudat
Journal:  Chemistry       Date:  2021-02-26       Impact factor: 5.236

3.  A Mechanistic Study on the Tautomerism of H-Phosphonates, H-Phosphinates and Secondary Phosphine Oxides.

Authors:  Daniella Vincze; Péter Ábrányi-Balogh; Péter Bagi; György Keglevich
Journal:  Molecules       Date:  2019-10-25       Impact factor: 4.411

  3 in total

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