Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 22
39
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Efficient Synthesis of Mixed Phosphonates by the Fragmentation‐Related Phosphorylation of Alcohols Applying a 2‐phosphabicyclo[2.2.2]octa‐5,7‐Diene 2‐Oxide Precursor

, , , , , & show all
Pages 4171-4178 | Received 30 Mar 2004, Published online: 12 Jan 2011

References

  • Heydt , H. 1990 . “ Phosphorus compounds with coordination number 3; Methylene‐oxophosphoranes ” . Edited by: Regitz , M. and Scherer , O. J. 388 G. Thieme Verlag . Multiple Bonds and Low Coordination in Phosphorus Chemistry
  • Keglevich , Gy. , Szelke , H. and Kovács , J. 2004 . Fragmentation‐related phosphinylation and phosphonylation of nucleophiles utilising the bridging P‐unit of 2‐phosphabicyclo[2.2.2]oct‐5‐ene derivatives . Curr. Org. Synth. , 1 : 377
  • Quin , L. D. , Tang , J.‐S. and Keglevich , Gy. 1991 . Diels‐Alder adducts of 4‐chloro‐1,6‐dihydrophosphinine derivatives: a new precursor of 2‐phosphapropane . Heteroatom Chem. , 2 : 283
  • Keglevich , Gy. , Tőke , L. , Böcskei , Zs. , Menyhárd , D. and Quin , L. D. 1995 . Stereostructure of 8‐chloro‐5,6‐di(methoxycarbonyl)‐4,7‐dimethyl‐2‐ethoxy‐2‐phosphabicyclo[2.2.2]‐octa‐5,7‐diene 2‐oxide . Heteroatom Chem. , 6 : 593
  • Quin , L. D. , Tang , J‐S. , Quin , Gy. S. and Keglevich , Gy. 1993 . Photochemical fragmentation of the 2‐phosphabicyclo[2.2.2]octa‐5,7‐diene ring system as a versatile method for generating 3‐coordinate methylenephosphine oxides and sulfides . Heteroatom Chem. , 4 : 189
  • Keglevich , Gy. , Újszászy , K. , Quin , L. D. and Quin , G. S. 1993 . Generation of methylene‐phosphine oxides by thermal fragmentation of derivatives of the 2‐phosphabycyclo[2.2.2]octa‐5,7‐diene oxide ring system . Heteroatom Chem. , 4 : 559
  • Keglevich , Gy. , Szelke , H. , Dobó , A. , Nagy , Z. and Töke , L. 2001 . Phosphorylation of phenols and naphthols by phenyl‐methylenephosphine oxide generated by the thermolysis of a 2‐phosphabicyclo[2.2.2]octa‐5,7‐diene 2‐oxide . Synth. Commun. , 31 : 1737 [CROSSREF]
  • Edmundson , R. S. 1979 . Edited by: Barton , D. , Ollis , W. D. and Sutherland , I. O. Vol. 2 , 1257 Oxford : Pergamon Press . Part 10.5. Comprehensive Organic Chemistry
  • Keglevich , Gy. , Szelke , H. , Nagy , Z. , Dobó , A. , Novák , T. and Töke , L. 1999 . Phosphorylation of amines by the UV light mediated fragmentation of a 2‐phosphabicyclo[2.2.2]octene 2‐oxide . J. Chem. Res. , : 580 [CROSSREF]
  • Hudson , R. F. and Keay , L. 1960 . Phosphonochloridates and related compounds. Part II . J. Chem. Soc. , : 1865 [CROSSREF]
  • Bell , H. M. 1969 . Transalkylation of phosphonates. Equilibrium studies . J. Org. Chem. , 34 : 681
  • Cadogan , J. I.D. , Eastlick , D. , Hampson , F. and Mackie , R. K. 1969 . The reactivity of organophosphorous compounds. Part XXIV. Acidic hydrolysis of dialkyl methylphosphonates . J. Chem. Soc. , : 144
  • Keglevich , Gy. , Újszászy , K. , Quin , G. S. and Quin , L. D. 1995 . Generation of P‐amino methylene‐phosphine oxides by the photochemical fragmentation of 2‐dialkylamino‐2‐phosphabicyclo[2.2.2]octa‐5,7‐diene 2‐oxides . Phosphorus Sulfur , 106 : 155
  • Keglevich , Gy. , Steinhauser , K. , Ludányi , K. and Töke , L. 1998 . Photolysis of the cycloadduct of a 1,2‐dihydrophosphinine oxide with N‐phenylmaleimide in the presence of protic species: new aspects on the mechanism of the fragmentation of a 2‐phosphabicyclo[2.2.2]octene . J. Organomet. Chem. , 570 : 49 [CROSSREF]
  • Jankowski , S. , Rudzinski , J. , Szelke , H. and Keglevich , Gy. 2000 . Evidence for the involvement of pentacoordinate P‐intermediates during the UV light mediated fragmentation of a 2‐phosphabicyclo[2.2.2]octene 2‐oxide in the presence of O‐nucleophiles . J. Organomet. Chem. , 595 : 109 [CROSSREF]

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.