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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 13
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Original Articles

Oxidative Ring Contraction of Cycloalkanones: A Facile Method for Synthesis of Medium Ring Cycloalkanecarboxylic Acids

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Pages 2281-2291 | Accepted 15 Nov 1998, Published online: 17 Sep 2007

References

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  • Syper , L. THF was distilled from LiAlH4. To the distillate several pieces of sodium (or potassium) and benzophenone was added, the mixture was sonicated until it became permanent deep blue and THF was distilled using a Vigreux column. The contact with ambient atmosphere should be avoided
  • Syper , L. From lithium (immersed in benzene), a piece (0.15–0.20 g) was taken, dried with filter paper and hammered to a thin foil on a greased with paraffin oil anvil. The foil was folded several times, and hammered again. The operation was repeated several times and finally the wound foil was cut with scisors in such a way that the pieces of lithium fell directly into the flask
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  • Determined in the mixture of stereoisomers by 1H-1H COSY and 1H-13C HMQC

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