Journal
CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 53, Issue 8, Pages 1017-1020Publisher
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.53.1017
Keywords
samarium diiodide; reductive deoxygenation; alpha-dicarbonyl compound; beta-dicarbonyl compound; mono-ketone; mono-alcohol
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The reduction of alpha- and beta-dicarbonyl compounds was investigated with samarium diiodide in the presence of additive. Diketones and ketocarboxylic acids were easily reduced at room temperature to give the mono-alcohols in good to excellent yield, and ketoester afforded the saturated ester as the major product in moderate yield. These reductions containing the reductive deoxygenation can be rapidly performed under the facile and mild conditions by this method.
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