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Product analysis and deuterium labelling experiments suggest that the critical intermediate in the reduction of ArCOCH2R with Zn/HCl is a zinc–carbene; this may be protonated to give ArCH2CH2R, converted into ArCH![[double bond, length half m-dash]](https://www.rsc.org/images/entities/char_e006.gif)
CHR by rearrangement, deprotonated to give a vinyl–zinc species, or captured by an alkene to give a cyclopropane.
J. Burdon and R. C. Price, J. Chem. Soc., Chem. Commun., 1986, 893 DOI: 10.1039/C39860000893
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