Catalytic Decarboxylative Reactions: Biomimetic Approaches Inspired by Polyketide Biosynthesis

Yuanhang Pan and Choon-Hong Tan

Synthesis, 2011, 13, 2044–2053. (Invited)

Abstract

This short review summarizes decarboxylative reactions of malonic acid half thio/oxyester mediated by metal complexes and organocatalysts. These biomimetic reactions are inspired by similar reactions catalyzed by polyketide synthase. While they have been known for several decades, this is the first review of these reactions.

1. Introduction

2. Decarboxylative Reactions Catalyzed by Metal Complexes

2.1. Condensation Reaction

2.2. Aldol Reaction

2.3. 1,4-Addition

3. Organocatalytic Decarboxylative Reactions

3.1. Condensation Reaction

3.2. Aldol Reaction

3.3. 1,4-Addition

3.4. Mannich Reaction

3.5. Amination Reaction

3.6. Protonation

4. Conclusion

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