An alkyl(phosphine)copper complex performed alkylative ring opening of a monosubstituted epoxide, but not that of a 1,2-disubstituted or trisubstituted epoxide, and, upon reaction with this complex, a diepoxy compound comprising terminal and internal epoxy functionalities in a single molecule formed a product based on preferential attack at the terminal functionality.
M. Mitani and T. Iwaki, J. Chem. Res. (S), 1998, 498 DOI: 10.1039/A801664J
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