Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 23
177
Views
44
CrossRef citations to date
0
Altmetric
Original Articles

Gallium Triiodide Catalyzed Organic Reaction: A Convenient Synthesis of α‐Amino Phosphonates

, &
Pages 4293-4299 | Received 11 Jun 2004, Published online: 10 Jan 2011

References

  • Allen , M. C. , Fuhrer , W. , Tuck , B. , Wade , R. and Wood , J. M. 1989 . Renin inhibitors. Synthesis of transition‐state analogue inhibitors containing phosphorus acid derivatives at the scissile bond . J. Med. Chem. , 32 : 1652 [PUBMED] [INFOTRIEVE] [CSA]
  • Giannousis , P. P. and Bartlett , P. A. 1987 . Phosphorus amino acid analogues as inhibitors of leucine aminopeptidase . J. Med. Chem. , 30 : 1603 [PUBMED] [INFOTRIEVE]
  • Atherton , F. R. , Hassall , C. H. and Lambert , R. W. 1986 . Synthesis and structure‐activity relationships of antibacterial phosphonopeptide incorporating (1‐aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid . J. Med. Chem. , 29 : 29 [PUBMED] [INFOTRIEVE] [CSA]
  • Hassall , C. H. 1983 . Antibiotics Edited by: Halm , F. E. Vol. VI , 1 – 11 . Berlin : Springer‐Verlag .
  • Laschat , S. and Kunz , H. 1992 . Carbohydrates as chiral templates: Stereoselective synthesis of (R)‐ and (S)‐α‐aminophosphonic acid derivatives . Synthesis , : 90 [CROSSREF]
  • Zon , J. 1981 . Asymmetric addition of tris(trimethylsilyl)phosphite to chiral aldimines . Pol. J. Chem. , 55 : 643
  • Qian , C. T. and Huang , T. S. 1998 . One‐pot synthesis of α‐amino phosphonates from aldehydes using lanthanide triflate as a catalyst . J. Org. Chem. , 63 : 4125 [CROSSREF]
  • Lee , S. , Park , J. H. , Kang , J. and Lee , J. K. 2001 . Lanthanide triflate‐catalyzed three component synthesis of α‐amino phosphonates in ionic liquids. A catalyst reactivity and reusability study . Chem. Commun. , : 1698 [CROSSREF]
  • Chandrasekhar , S. , Prakash , S. J. , Jagadeshwar , V. and Narsihmulu , C. 2001 . Three‐component coupling catalyzed by TaCl5‐SiO2: Synthesis of α‐amino phosphorates . Tetrahedron Lett. , 42 : 5561 [CROSSREF]
  • Ranu , B. C. , Hajra , A. and Jana , U. 1999 . General procedure for the synthesis of α‐amino phosphonates from aldehydes and ketones using indium(III) chloride as a catalyst . Org. Lett. , 1 : 1141 [CROSSREF]
  • Azizi , N. and Saidi , M. R. 2003 . Lithium perchlorate‐catalyzed three‐component coupling: A facile and general method for the synthesis of α‐amino phosphonates under solvent‐free conditions . Eur. J. Org. Chem. , : 4630 [CROSSREF]
  • Xu , F. , Luo , Y. Q. , Deng , M. Y. and Shen , Q. 2003 . One‐pot synthesis of α‐amino phosphonates using samarium diiodide as a catalyst precursor . Eur. J. Org. Chem. , : 4728 [CROSSREF]
  • Han , Y. and Huang , Y. Z. 1995 . A straightforward, efficient and versatile preparation of propargylic alcohols from 1‐alkynes and aldehydes via GaI3 and amine . Tetrahedron Lett. , 36 : 7277 [CROSSREF]
  • Marcus , S. , Annette , S. and Hubert , S. Z. 1998 . Lewis acid‐catalyzed Z to E isomerization of 1,2‐bis(diphenylphosphino)ethene . Naturforsch. B , 53 : 1301
  • Sun , P. P. , Xian , Y. F. and Xiao , Y. P. 2004 . GaI3 catalyzed nucleophilic addition of allyltrimethylsilane to aldehydes . J. Chem. Res. , : 216

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.