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Rhodium-catalyzed reduction of esters to alcohols using diphenylsilane

✍ Scribed by Tetsuo Ohta; Masahiro Kamiya; Keisuke Kusui; Tsugumi Michibata; Mami Nobutomo; Isao Furukawa

Book ID
104262217
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
224 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Carboxylic esters were reduced to alcohols by diphenylsilane catalyzed by a Rh complex at room temperature. For example, ethyl decanoate and ethyl phenylacetate were converted to decanol and 2-phenylethanol by [RhCl(cod)]2 / 4PPh3 for 72 hours in 98 and 92% yields, respectively. Wilkinson's catalyst is also usable, and the reduction of ethyl decanoate finished in 6 hours at room temperature. The bromo-sabstituent on ethyl 7-bromoheptanoate remained intact through this reduction.

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## Abstract A wide range of aromatic and aliphatic esters smoothly undergoes Zn‐catalyzed reduction in the presence of SiHMe(O‐Et)~2~ to give the corresponding alcohols in good yields.