Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Clean Reduction of $\alpha,\beta$-Unsaturated Carboxylic Acid Derviatives to the Saturated Derivatives by Potassium Triphenylborohydride in the Presence of Phenol

  • Published : 1988.12.20
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Abstract

${\alpha},{\beta}$-unsaturated carboxylic acid derivatives such as esters, amides, and nitriles are readily reduced to the corresponding saturated derivatives by potassium triphenylborohydride, $KPh_3BH$, in the presence of phenol, a quenching agent, in excellent yields.

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References

  1. Tetrahedron Lett. v.27 I. K. Youn;G. H. Yon;C. S. Pak
  2. J. Org. Chem. v.40 J. A. Profitt;D. S. Watt;E. J. Corey
  3. J. Org. Chem. v.41 J. M. Fortunato;B. Ganem
  4. J. Org. Chem. v.45 M. E. Osborn;J. F. Pegues;L. A. Paquette
  5. J. Org. Chem. v.51 T. Tsuda;T. Hayashi;H. Satomi;T. Kawamoto;T. Saegusa
  6. J. Am. Chem. Soc. v.108 E. Keinan;N. Greenspoon
  7. J. Org. Chem. v.52 E. Keinan;D. Perez
  8. J. Org. Chem. v.52 N. M. Yoon;K. E. Kim
  9. J. Org. Chem. v.51 N. M. Yoon;K. E. Kim;J. Kang
  10. Synth. Commun. v.89 K. E. Kim;S. B. Park;N. M. Yoon

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