Sulfone versus sulfone: Arylsulfonylacetates can be viewed as synthetic equivalents of a variety of α-carboxylate anions. Phase-transfer catalysis (PTC) enabled their mild deprotonation and catalytic asymmetric addition to highly reactive imines generated in situ from α-amidosulfones (see scheme; Pg=protecting group). The synthetic utility of the products was demonstrated by their straightforward transformation into a range of β-amino acid derivatives.
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Cassani et al. (2009) studied this question.
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