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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 4
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Original Articles

Chlorination of Alkenes with MnO2-MnCl2-Acetyl Chloride in Dimethyl Formamide

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Pages 489-494 | Received 13 Dec 1990, Published online: 23 Sep 2006

References

  • Donnelly , K. D. , Fristad , W. E. , Gellerman , B. J. , Peterson , J. R. and Selle , B. J. 1981 . Tetrahedron Letters , : 607
  • Bellesia , F. , Ghelfi , F. , Pagnoni , U. M. and Pinetti , A. 1989 . J. Chem. Res. (S) , 108 : 360
  • Bellesia , F. , Ghelfi , F. , Pagnoni , U. M. and Pinetti , A. 1990 . Gazz. Chim. , submitted
  • Anderson , J. M. and Kochi , J. K. 1970 . J. Am. Chem. Soc. , 92 : 2450
  • Reaction conditions (see Experimental Section) are the same in each test, the addition of chloride salts excepted. The alkene consumption is monitored by GC
  • With MnO2-AcCl only, the trans:cis ratio was 4.3:1, thus suggesting that in this test, a species Mn(IV)-Cl may also be active
  • Uemura , S. , Onoe , A. and Okano , M. 1975 . Bull. Chem. Soc. Jpn. , 48 : 3702
  • Molecular chlorine is smoothly bubbled in a norbornylene (10 mmoles) solution in DMF (20 ml) at 30°C
  • Rollier , M. A. 1975 . Chimica Inorganica 736 Tamburini, Milano
  • Orochov , A. , Levy , M. , Assher , M. and Vofsi , D. 1974 . J. C. S. Perkin II , : 857

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