The Mechanism of the Clemmensen Reduction: the Substartes

DOI: 10.1039/c39860000893

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 893 - 894 (1986)

Update date:2022-08-05

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Authors:

Burdon, James

Price, Robin C.

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Article abstract of DOI:10.1039/c39860000893

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=CHR by rearrangement, deprotonated to give a vinyl-zinc species, or captured by an alkene to give a cyclopropane.

Full text of DOI:10.1039/c39860000893

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