Excellent asymmetric induction stems from the chiral center at sulfur in the new asymmetric C3 building blocks 1 and 2. These compounds have an unusual property useful for C1-substituted chiral allyl transfer agents: the lithiated intermediates are configurationally labile. Subsequent reactions can be carried out stereoconvergently to give diastereomerically and enantiomerically pure products. H2NVal = O-trimethylsilylvalinol.
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Reggelin et al. (1994) studied this question.
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