Recent Applications of α-Amido Sulfones as in situ Equivalents of Activated Imines for Asymmetric Catalytic Nucleophilic Addition Reactions
摘要:
Catalytic nucleophilic addition to the carbon-nitrogen double bond of an imino group in an asymmetric fashion provides a direct connective and attractive route to enantioenriched N-protected amines with structural diversity. In the last decades, significant achievements have been made in the field of catalytic enantioselective reactions involving the use of α-amido sulfones as in situ equivalents of activated imines. These, in combination with diverse nucleophiles, are used to prepare optically pure amines or N-protected amides. This review focuses on the recent advances in the synthetic applications of α-amido sulfones as reactive precursors of imines in the asymmetric addition of organometallic reagents, Mannich, aza-Henry, Strecker, and other asymmetric nucleophilic addition reactions. 1 Introduction 2 Asymmetric Mannich-Type Reactions 2.1 Phase-Transfer-Catalyzed Mannich Reactions 2.2 Bifunctional Organocatalyzed Mannich Reactions 3 Catalytic Enantioselective Addition of Organometallic Reagents 4 Catalytic Enantioselective Aza-Henry Reactions 5 Asymmetric Strecker Reactions 6 Miscellaneous Reactions 7 Summary and Outlook
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关键词:
nucleophilic addition α-amido sulfone N-acylimino derivatives asymmetric catalysis enantioselective
DOI:
10.1055/s-0030-1258241
被引量:
年份:
2010
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