Synthesis 2017; 49(19): 4383-4413
DOI: 10.1055/s-0036-1590870
review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances on the Application of Electrocyclic Reactions in Complex Natural Product Synthesis

Ming Bian*
a   School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, P. R. of China   Email: bianming@sit.edu.cn
,
Lekai Li
b   Department of Chemistry, Zhejiang University, Hangzhou 310058, P. R. of China   Email: hfding@zju.edu.cn
,
a   School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, P. R. of China   Email: bianming@sit.edu.cn
b   Department of Chemistry, Zhejiang University, Hangzhou 310058, P. R. of China   Email: hfding@zju.edu.cn
› Author Affiliations
We are grateful to Zhejiang Natural Science Fund for Distinguished Young Scholars (LR16B020001), the NSFC (21302204, 21472167, 21622205) and Fundamental Research Funds for the Central Universities (2017XZZX002-02) for financial support.
Further Information

Publication History

Received: 14 March 2017

Accepted after revision: 08 May 2017

Publication Date:
24 August 2017 (online)


Abstract

The electrocyclic reaction is one of the most powerful tools for the construction of complex polycyclic scaffolds in a highly stereocontrolled fashion. In this review, recent advances in its application in the total synthesis of representative natural products are discussed, with the aim of providing a complement to existing reviews.

1 Introduction

2 4π Electrocyclization

2.1 Neutral 4π Electrocyclization

2.2 Cationic 4π Electrocyclization

3 6π Electrocyclization

3.1 All-Carbon 6π Electrocyclization

3.2 Oxa-6π Electrocyclization

3.3 Aza-6π Electrocyclization

3.4 Retro-6π Electrocyclization

4 8π Electrocyclization

5 Conclusion and Outlook

 
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