Abstract
Abstract The reaction of 2-(bromomethyl)acrylic acid (2) with different carbonyl compounds 1 [CH2O, (E)- CH 3 CH=CHCHO, i PrCHO, t BuCHO, PhCHO, CH 3 (CH 2 ) 5 CHO , 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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