Chemistry Letters p. 53 - 54 (1998)
Update date:2022-08-11
Topics:
Kawasaki, Yumi
Tashiro, Daisuke
Sakaguchi, Satoshi
Ishii, Yasutaka
Cp*2Sm(thf)2 was found to be an efficient catalyst for the synthesis of 1,3-diol diesters by the coupling reaction of aldehydes with oxime esters under mild conditions. For instance, the reaction of acetaldehyde with cyclohexanone oxime acetate catalyzed by Cp*2Sm(thf)2 gave 1,3-diacetoxybutane in 70% yield. Treatment of acetaldehyde with isopropenyl acetate in the presence of a small amount of cyclohexanone oxime acetate and Cp*2Sm(thf)2 resulted in the corresponding 1,3-diol diester in good yield.
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