Numerous asymmetric methods have been developed over the past 30 years to effect the
Michael reaction of sulfur donors and Michael acceptors. Many of these stoichiometric
and catalytic methods are complementary to one another, each having a certain range
of substrate tolerance. Organocatalysis has a place at the origin of this field in
the discovery of cinchona alkaloid catalyzed sulfa-Michael reactions. At the same
time, it is involved in the current state-of-the-art as several elegant tandem processes
that employ secondary amine catalysts and involve initial sulfa-Michael additions
have been developed.
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1 Introduction
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2 Stoichiometric Reactions
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2.1 Chiral Michael Acceptors
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2.2 Chiral Sulfur Donors
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2.3 Tandem Sulfa-Michael/Meerwein-Ponndorf-Verley Reduction Reactions
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2.4 Formal Sulfa-Michael Additions by Intramolecular Sulfur Transfer
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3 Chiral-Metal-Complex-Catalyzed Reactions
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4 Organocatalyzed Reactions
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4.1 Cinchona Alkaloid Catalysts
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4.2 Tertiary Amino Alcohol Catalysts
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4.3 Secondary Amine Catalysts
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4.4 Urea-Based Catalysts
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5 Polymer-Catalyzed Reactions
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6 Miscellaneous Methods
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7 Conclusions and Outlook
sulfur compounds - asymmetric Michael additions - alpha,beta-unsaturated carbonyl
compounds - tandem reactions - organocatalysis
