Catalytic Asymmetric Mannich Reactions of Sulfonylacetates
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...
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Veröffentlicht in: | Angewandte Chemie (International ed.) 2009-01, Vol.48 (31), p.5694-5697 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 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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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.200900701 |