Bulletin of the Korean Chemical Society

  • 제9권6호
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  • Pages.384-388
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  • 1988
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Facile Reduction of Carboxylic Acid Salts to Aldehydes by Boron Hydrides Thexylbromoborane-Dimethyl Sulfide and 9-Borabicyclo [3.3.1]nonane

  • 발행 : 1988.12.20
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초록

New methods of the reduction of carboxylic acid salts to aldehydes with 2 equiv of thexylbromoborane-dimethyl sulfide (ThxBHBr${\cdot}SMe_2$) or 9-borabicyclo[3.3.1]nonane (9-BBN) are described. Both these reagents provide the corresponding aldehydes from various as sodium and lithium salts of carboxylic acids in high yields both at room temperature. Such facile reductions are explained as the simple substitution for the bromo group of ThxBHBr by a carboxylate to form thexyl(acyloxty)borane followed by reduction with excess reagent and the formation of an ate complex followed by reduction with excess 9-BBN.

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참고문헌

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피인용 문헌

  1. ChemInform Abstract: Facile Reduction of Carboxylic Acid Salts to Aldehydes by Boron Hydrides, Thexylbromoborane‐Dimethyl Sulfide and 9‐Borabicyclo(3.3.1)nonane. vol.20, pp.21, 1988, https://doi.org/10.1002/chin.198921102
  2. Conversion of Carboxylic Acids to Aldehydes with Cyclic Dialkyldiaminoaluminum Hydrides vol.23, pp.9, 1988, https://doi.org/10.5012/bkcs.2002.23.9.1340
  3. Thirty Six Years of Research on the Selective Reduction and Hydroboration vol.32, pp.6, 1988, https://doi.org/10.5012/bkcs.2011.32.6.1808
  4. Thirty Six Years of Research on the Selective Reduction and Hydroboration vol.32, pp.6, 1988, https://doi.org/10.5012/bkcs.2011.32.6.1808
  5. Some Recommended Procedures for Conversion of Carboxylic Acid and Its Derivatives to Aldehydes by Metal Hydride Reductions vol.5, pp.2, 2012, https://doi.org/10.13160/ricns.2012.5.2.084
  6. Some Recommended Procedures for Conversion of Carboxylic Acid and Its Derivatives to Aldehydes by Metal Hydride Reductions vol.5, pp.2, 2012, https://doi.org/10.13160/ricns.2012.5.2.084