Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 7, 1977 - Issue 3
11
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

2-(2-Oxo-1-phthalimidoethylidenyl)-1,3-dithiolane. An Unexpected Product from an Attempted Cleavage of a Dithiolane with Ceric Ammonium Nitrate

&
Pages 201-213 | Received 23 Feb 1977, Published online: 23 Oct 2006

References

  • Westerix , J. O'C. and Wolfenden , R. 1972 . J. Biol. Chem. , 247 : 8195
  • Thompson , R. C. and Blout , E. R. 1973 . Biochem. , 12 : 47
  • Kawamura , K. , Kondo , S. , Maeda , K. and Umezawa , H. 1969 . Chem. Pharm. Bull. , 17 : 1902
  • Umezawa , H. , Aoyagi , T. , Morishima , H. , Matsuzaki , M. , Hamada , M. and Takeuchi , T. 1970 . J. Antibiotics , 23 : 259
  • Morishima , H. , Takita , T. , Aoyagi , T. , Takeuchi , T. and Umezawa , H. 1970 . ibid. , 23 : 263
  • Umezawa , H. , Aoyagi , T. , Morishima , H. , Kunimoto , S. , Matsuzaki , M. , Hameda , M. and Takeuchi , T. 1970 . ibid. , 23 : 425
  • Umezawa , S. , Tatsuta , K. , Fujimoto , K. , Tsuchiya , T. , Umezawa , H. and Naganawa , H. 1972 . ibid. , 25 : 267
  • Ito , A. , Tokawa , K. and Shimizu , B. 1972 . Biochem. Biophys. Res. Commun. , 49 : 343
  • Shimizu , B. , Saito , A. , Ito , A. , Tokawa , K. , Maeda , K. and Umezawa , H. 1972 . J. Antibiotics , 25 : 515
  • Balenović , K. , Bregant , N. , Cerar , D. , Fles , D. and Jambrešić , I. 1953 . J. Org. Chem. , 18 : 297
  • Furthermore the method is not general; sometimes anhydride formation becomes a troublesome side-reaction. Private communication from Dr. S. F. Brady, M. S. D. R. L., West Point.
  • Corey , E. J. and Erickson , B. W. 1971 . J. Org. Chem. , 36 : 3557
  • Narasaka , K. , Sakashita , T. and Mukaiyama , T. 1972 . Bull. Chem. Soc. Jap. , 45 : 3724
  • Vedejs , E. and Fuchs , P. L. 1971 . J. Org. Chem. , 36 : 366
  • Kuhn , R. and Neugebauer , F. A. 1961 . Chem. Ber. , 94 : 2629
  • Chang , H.-L. W. 1972 . Tetrahedron Letters , : 1989
  • Oishi , T. , Kamemoto , K. and Ban , Y. 1974 . Tetrahedron Letters , : 11
  • Chattopadhyaya , J. B. and Rama Rao , A. V. 1973 . Tetrahedron Letters , : 3735
  • Ho , T.-L. and Wong , C. M. 1972 . Can. J. Chem. , 50 : 3740
  • Huurdeman , W. and Wynberg , H. 1972 . Synth. Commun. , 2 : 7
  • Heaton , P. R. , Midgley , J. M. and Whalley , W. B. 1971 . Chem. Commun. , : 750
  • Ho , T.-L. , Ho , H. C. and Wong , C. M. 1972 . Chem. Commun. , : 791
  • Ho , T.-L. and Wong , C. M. 1972 . Synthesis , : 561
  • Richardson , W. H. 1965 . “ Ch. IV ” . In Oxidation in Organic Chemistry , Edited by: Wiberg , K. B. New York, London : A. Academic Press . in, Ed., Part
  • Razdan , R. K. , Dalzell , H. C. and Herlihy , P. 1976 . J. Heterocyclic Chem. , 13 : 1101
  • Syper , L. 1966 . Tetrahedron Letters , : 4493
  • The authors are indebted to Drs. R. Freidinger and D. Veber of Merck Sharp & Dohme Research Laboraories, West Point, for this suggestion.
  • Dried at 105[ddot] before use.
  • Reaction was very slow compared to the examples in reference 9.

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.