A detailed study of the reduction of 3,4,5-triphenylfuran-2(5H)-ones with lithium aluminium hydride, with deuterium as a marker, has been performed. On the basis of the results it is proposed that 1,4-hydride attack is followed by regiospecific hydridoalumination of the enolate double bond only in those cases where the resulting complex can be stabilised.
D. K. Dikshit, K. L. Munshi, R. S. Kapil and N. Anand, J. Chem. Soc., Perkin Trans. 1, 1977, 1087 DOI: 10.1039/P19770001087
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