Irradiation of diamantane and biacetyl in methylene chloride gives in 64% yield a mixture of 4-(apical)-acetyl-(2) and 1-(medial)-acetyl-diamantane (3) in 5·5 : 1 ratio (17 : 1 after statistical correction); methylene (3-) attack is not observed.
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Tabushi et al. (1974) studied this question.