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Remarkably stable even at room temperature towards elimination are the 1,2-trans-glycosyl samarium(III) species of type 2. The stability of these species, which contrasts sharply with that of glycosyl lithium counterparts, is the decisive factor for the high 1,2-trans selectivity of the synthesis of the C-glycoside 3 by reductive samariation of anomeric sulfones of type 1 in the presence of carbonyl compounds.
Mazéas et al. (Tue,) studied this question.
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