Catalytic Decarboxylative Reactions:
Biomimetic Approaches Inspired by Polyketide Biosynthesis

Yuanhang Pan; Choon-Hong Tan

doi:10.1055/s-0030-1260607

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Synthesis 2011(13): 2044-2053
DOI: 10.1055/s-0030-1260607

REVIEW

Catalytic Decarboxylative Reactions: Biomimetic Approaches Inspired by Polyketide Biosynthesis

Yuanhang Pan, Choon-Hong Tan*
Department of Chemistry, National University of Singapore, 3 Science Drive, 117543 Singapore
Fax: +65(6779)1691; e-Mail: chmtanch@nus.edu.sg;

Further Information

Publication History

Received 6 April 2011
Publication Date:
26 May 2011 (online)

Abstract
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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

Key words

decarboxylative reactions - organocatalytic reactions - malonic acid half thioester - asymmetric catalysis - enantioselectivity

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