Recent Advances in the Construction of Quaternary Stereocenters via Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation

Xinhui Yu; Ting Zhang; Jitian Liu; Xiaoxun Li

doi:10.1055/a-1533-3085

Synthesis, Table of Contents

Synthesis 2021; 53(23): 4341-4352
DOI: 10.1055/a-1533-3085

short review

Recent Advances in the Construction of Quaternary Stereocenters via Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation

Xinhui Yu‡

^aDepartment of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Jinan, Shandong, 250012, P. R. of China

,

Ting Zhang‡

^aDepartment of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Jinan, Shandong, 250012, P. R. of China

,

Jitian Liu∗

^aDepartment of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Jinan, Shandong, 250012, P. R. of China

,

Xiaoxun Li∗

^aDepartment of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Jinan, Shandong, 250012, P. R. of China

^bSuzhou Institute of Shandong University, NO.388 Ruoshui Road, SIP, Suzhou, Jiangsu, 215123, P. R. of China

› Author Affiliations

Abstract

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Abstract

Palladium-catalyzed decarboxylative asymmetric allylic alkylation (DAAA) provides an efficient and powerful strategy to construct quaternary stereocenters, which are widely present in biologically active natural products and approved drugs. In this short review, we summarize recent developments (since 2018) in the facile synthesis of quaternary stereocenters via DAAA methods. Several representative examples of the use of DAAA strategies for the total synthesis of complex natural products further demonstrate its synthetic potential in the realm of organic and medicinal chemistry.

1 Introduction

2 Construction of Quaternary Stereocenters via Palladium Catalyzed DAAA

3 Construction of Quaternary Stereocenters via Pd-Catalyzed Interceptive DAAA

4 Application of DAAA in Natural Product Synthesis

5 Conclusion

Key words

quaternary stereocenters - decarboxylative allylic alkylation - asymmetric catalysis - palladium - synthetic application

Full Text

References

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