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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 8
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Original Articles

The Rearrangement of 2-Carbomethoxy-2-Phenylselenocyclohexanone1

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Pages 719-726 | Received 30 Apr 1979, Published online: 05 Dec 2006

References

  • Taken in part from the Ph.D. thesis of S.J. Falcone b. Presented in part before the Organic Division at the National Meeting of the American Chemical Society, Anaheim, California, April, 1978
  • Reich , H. J. , Renga , J. M. and Reich , I. I. 1975 . J. Am. Chem. Soc. , 97 : 5434 Prepared by a slight modification of the procedure reported by
  • Ryn , I. , Murai , S. , Nirva , Io and Sodano , N. 1977 . Syn. , : 874
  • McConaghy , J. S. Jr. and Bloomfield , J. J. 1968 . J. Org. Chem. , 33 : 3425 Sodium hydride may act as the reducing agent of the α-phenyl-seleno β-keto ester. It is known to reduce ketones in certain instances, see
  • Stork , S. , Brizzolaro , A. , Landismann , H. , Szmuszkovich , J. and Terell , R. 1963 . J. Am. Chem. Soc. , 85 : 207 The conditions described are conducive to enamine formation. See
  • Cook , A. G. 1969 . “Enamines: Synthesis, Structure, and Reactions,” , 44 – 47 . New York, NY : Marcel Decker .

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