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A general synthesis of (4 R *,5 R *)-2-acyl-4,5-diphenyl-1,3-dioxolanes and the addition of alkylmagnesium bromides to these compounds is described. The addition reactions occur with high diastereoselectivity (typical selectivity ca . 90:10). An example addition reaction carried out on an optically active acetal proves the sense of asymmetric induction for addition of organomagnesium reagents to these α-keto acetals. An explanation of the mechanism of asymmetric induction is given.
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Akhoon et al. (1997) studied this question.
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