16979-29-6Relevant articles and documents
Reduction of carboxylic acid derivatives using diphenylsilane in the presence of a Rh-PPh3 complex
Ohta, Tetsuo,Kamiya, Masahiro,Nobutomo, Mami,Kusui, Keisuke,Furukawa, Isao
, p. 1856 - 1861 (2007/10/03)
Reductions of carboxylic acid derivatives by silanes in the presence of rhodium complexes were studied. Carboxylic esters were reduced to alcohols by diphenylsilane catalyzed by [RhCl(cod)]2/4PPh3 or [RhCl(PPh3)3] at room temperature in up to 99% yields. For example, ethyl decanoate and ethyl phenylacetate were converted to decanol and 2-phenylethanol in 98 and 92% yields, respectively. Carboxylic acids were also reduced by this reducing system to the corresponding alcohols in high yields. Furthermore, N-monosubstituted amides were reduced to secondary amines in moderate to good yields. For sterically hindered amides, the yields were moderate, and imines were produced in competitive yields.