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Reduction of trihalomethylcarbinols 1 with CrCl2 affords good to excellent yields of (Z)-α-haloenol esters 2 and (Z)-β-haloenol ethers 3 through acyl or hydrogen migration, respectively. The reaction is proposed to proceed through regio- and stereoselective rearrangement of a chromium(III) Fischer carbene. (R2=H, alkyl, aryl; X=F, Cl, Br).
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Béjot et al. (2005) studied this question.
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