Tetrahedron p. 10779 - 10788 (1999)
Update date:2022-08-02
Topics: Catalyst Reaction Carbonyl Compounds Organic compound Indium
Choudhury, Prabir K.
Foubelo, Francisco
Yus, Miguel
The reaction of 2-(bromomethyl)acrylic acid (2) with different carbonyl compounds 1 [CH2O, (E)-CH3CH=CHCHO, (i)PrCHO, (t)BuCHO, PhCHO, CH3(CH2)5CHO, c-C6H11CHO, Ph2CHCHO, (CH2)5CO, furfural, 1,4- cyclohexanedione, 2-chlorocyclohexanone, 2-hydroxybenzaldehyde, phthaldehyde, N-Boc-3-indolecarboxaldehyde, cholestanone, (1R)-(-)-myrtenal] and indium powder in a 1:1 THF:H2O mixture at room temperature affords, after acidic work-up with 6M hydrochloric acid, the corresponding α-methylene-γ-lactones 3.
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