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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 7
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Original Articles

Convenient Preparation of a Cyclopropanation Reagent: α-Siloxymethyliron Complex

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Pages 1371-1377 | Received 24 Sep 1995, Published online: 15 Aug 2006

References and Notes

  • Vargas , R. M. , Theys , R. T. and Hossain , M. M. 1992 . J. Am. Chem. Soc. , 114 : 777
  • Previously, the most widely used technique from Fp anion utilized chloromethyl methyl sulfide to produce the more stable precursor FpCH2S+(CH3)2BF4 − for cyclopropanation and was reported by Helquist
  • O'Connor , E. J. , Brandt , S. and Helquist , P . 1987 . J. Am. Chem. Soc. , 109 : 3739
  • Mattson , M. N. , Bays , J. P. , Zakutansky , J. , Stolarski , V. and Helquist , P. 1989 . J. Org. Chem. , 54 : 2467 Another, less frequently used, technique utilizes Fp anion and α-chloromethyl methyl ether (extremely toxic) to produce α-methoxymethyliron complex
  • Jolly , P. W. and Pettit , R. 1955 . J. Am. Chem. Soc. , 88 : 5044
  • Riley , P. E. , Capshew , C. E. , Pettit , R. and Davis , R. E. 1978 . Inorg. Chem. , 17 : 408
  • Jung , M. E. , Mossman , A. B. and Lyster , M. A. 1978 . J. Org. Chem. , 43 : 3698
  • Brinkman , K. C. , Vaughn , G. D. and Gladysz , J. A. 1982 . Organometallics , 1 : 1056
  • Brookhart , M. , Humphrey , M. B. , Kratzer , H. J. and Nelson , G. O. 1980 . J. Am. Chem. Soc. , 102 : 7802
  • Quellette , R. J. , Robins , R. D. and South , A. Jr. 1968 . J. Am. Chem. Soc. , 90 : 1619

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