Catalytic Enantioselective Desymmetrizations of Prochiral Dienone Systems

Abstract

This article describes a number of catalytic methods for enantioselectively desymmetrizing prochiral dienone systems. The core structures obtained using these methodologies appear in several bioactive natural products, and the processes appear to be effective tools for producing key intermediates in the synthesis of complex structures.

1 Introduction

2 Covalent Organocatalyzed Desymmetrizations

2.1 Formation of Chiral Enamines

2.2 The Stetter Reaction

2.3 Other Covalent Desymmetrizations

3 Noncovalent Organocatalyzed Desymmetrizations

4 Transition Metals

5 Cycloadditions

6 Conclusion

Key words

prochiral dienone - phenol dearomatization - desymmetrization - enantioselective catalysis

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