An expedient route for the reduction of carboxylic acids to alcohols employing 1-propanephosphonic acid cyclic anhydride as acid activator

作者：Nagendra G; Madhu C; Vishwanatha T M; Sureshbabu Vommina V^*

来源：Tetrahedron Letters, 2012, 53(38): 5059-5063.

DOI：10.1016/j.tetlet.2012.06.108

• 1-Propanephosphonic acid cyclic anhydride (T3P)
• Reduction
• Aryl carboxylic acids
• Alcohol
• N-alpha-Protected amino acid
• Peptide acid
• beta/gamma-Aminols
• Peptibols

A simple and efficient method for the synthesis of alcohols from the corresponding carboxylic acids is described. Activation of carboxylic acid with 1-propanephosphonic acid cyclic anhydride (T3P) and subsequent reduction using NaBH4 yield the alcohol in excellent yields with good purity. Reduction of several alkyl/aryl carboxylic acids and N-alpha-protected amino acids/peptide acids as well as N-beta-protected amino acids was successfully carried out to obtain corresponding alcohols in good yields. All the products were fully characterized by H-1 NMR and mass spectral analyses. The procedure is mild, simple and the isolation of the products is easy.

• 出版日期2012-9-19