Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 22
27
Views
8
CrossRef citations to date
0
Altmetric
Original Articles

A New and Efficient Synthesis of α-Amino Cycloalkyl-Phosphonic Acids via Electrophilic Azidation of Cycloalkylphosphonates

, , &
Pages 4131-4143 | Received 04 Jun 1996, Published online: 19 Aug 2006

References

  • Kafarski , P. and Mastalerz , P. 1984 . Aminophosphonates: Natural Occurence, Biochemistry and Biological Properties , Berlin : DDR . Beiträge zur Wirkstofforschung, H. 21, Ak Ind. Kompl.
  • Sikorski , J. A. and Logusch , E. W. 1992 . Handbook of Organophosphorus Chemistry , Edited by: Engel , R. 739 New York : M. Dekker Inc. .
  • Dhawan , B. and Redmore , D. 1987 . Phosphorus and Sulfur , 32 : 119
  • Kramer , W. , Günther , E. , Loettge , W. , Bech , R. and Kochmann , W. 1976 . Environ. Qual. Saf. Suppl. , : 686
  • Dus , D. , Salwa , J. and Mastalerz , P. 1980 . Arch. Immun. Ther. Exp. , 28 : 433
  • Diel , P. J. and Maier , L. 1984 . Phosphorus and Sulfur , 20 : 313
  • Groth , U. , Lehmann , L. , Richter , L. and Schöllkopf , U. 1993 . Liebigs Ann. Chem. , : 427
  • Kochmann , W. , Gunther , E. and Rothling , T. 1976 . Z. Chem. , 16 : 184
  • Oleksyszyn , J. , Soroka , M. and Rachon , J. 1978 . Chimia , 32 : 253
  • Mc Cleery , P. P. and Tuck , B. 1989 . J. Chem. Soc. Perkin 1 , : 1319
  • Grandin , C. , Collignon , N. and Savignac , P. 1995 . Synthesis , : 239
  • Maier , L. 1983 . Phosphorus and Sulfur , 14 : 295
  • Kukhar , V. P. and Solodenko , V. A. 1987 . Russ. Chem. Rev. , 56 : 589
  • Erdik , E. and Mehmet , A. 1989 . Chem. Rev. , 89 : 1947 For a review, see:
  • Scopes , D. I. C. , Kluge , A. F. and Edwards , J. A. 1977 . J. Org. Chem. , 56 : 589
  • Colvin , E. W. , Kirby , G. W. and Wilson , A. C. 1982 . Tetrahedron Lett. , 23 : 3835
  • Genět , J. P. , Mallart , S. , Greck , C. and Piveteau , E. 1991 . Tetrahedron Lett. , 32 : 2359
  • Sturtz , G. and Couthon , H. 1993 . C. R. Acad. Sci. Paris, Ser. II , 316 : 181
  • Maffre , D. , Dumy , P. , Vidal , J.-P. , Escale , R. and Girard , J.-P. 1994 . J. Chem. Res. (S) , : 30
  • Denmark , S. E. , Chatani , N. and Pansare , S. V. 1992 . Tetrahedron , 48 : 2191
  • Hanessian , S. and Bennani , Y. L. 1994 . Synthesis , : 1272
  • Evans , D. A. , Britton , T. C. , Ellman , J. A. and Dorow , R. L. 1990 . J. Am. Chem. Soc. , 112 : 4011
  • In order to confirm their structure, we prepared some phosphonates 11 independently, by reaction of α-bromo cycloalkylphosphonates (-readily available from 5 by a metalation / bromination sequence-), with sodium azide in DMSO; unpublished results
  • Harmon , R. E. , Wellman , G. and Gupta , S. K. 1973 . J. Org. Chem. , 38 : 11

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.