LiAlH4 reduction of 5-cyano-5-isopropylsulphonylnorborn-2-ene 1 gave the reduced product 2 resulting from the first reported LiAlH4-induced C–CN bond cleavage. Preliminary observations suggest that the first step involves a S.E.T. (Single Electron Transfer).
J.-M. Mattalia, A. Samat and M. Chanon, J. Chem. Soc., Perkin Trans. 1, 1991, 1769 DOI: 10.1039/P19910001769
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