1,2-H Shift in Copper−Chlorocarbenoid Intermediate during CuCl/bpy-Promoted Stereoselective Dechlorination of 2,2,2-Trichloroethyl Alkyl Ethers to (<i>Z</i>)-1-Alkoxy-2-chloroethenes
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Reaction of 2,2,2-trichloroethyl alkyl ethers with 2 molar equiv of CuCl/bpy in refluxing DCE yielded (Z)-1-alkoxy-2-chloroethenes stereoselectively as the major product via 1,2-H shift in copper−chlorocarbenoid intermediate. 2,2,2-Trichloroethyl carboxylates undergo a radical 1,2-acyloxy shift under similar conditions.
创建时间:
2016-02-27



