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Chromium(II) Reduction of Trichloromethyl Carbinols and their Corresponding Ethers: One-step Synthesis of Z-Vinyl Chlorides
Wolf, Reinhard,Steckhan, Eberhard
, p. 733 - 740 (2007/10/02)
Secondary trichloromethyl carbinols and their corresponding ethers can be reduced by chemically or electrochemically generated chromium(II) chloride to form Z-monochlorovinyl compounds in one step.In the presence of a carboxy function in the α-position an E-double bond is formed.Tertiary cabinols favour the formation of dichlorovinyl compounds and rearranged carbonyl compounds.Product ratios can be altered drastically by a change in the reaction conditions; this sheds light on the reaction mechanism.
