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

Ming Bian; Lekai Li; Hanfeng Ding

doi:10.1055/s-0036-1590870

Synthesis, Inhaltsverzeichnis

Synthesis 2017; 49(19): 4383-4413
DOI: 10.1055/s-0036-1590870

review

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

Ming Bian*

^aSchool of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, P. R. of China eMail: bianming@sit.edu.cn

,

Lekai Li

^bDepartment of Chemistry, Zhejiang University, Hangzhou 310058, P. R. of China eMail: hfding@zju.edu.cn

,

Hanfeng Ding *

^aSchool of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, P. R. of China eMail: bianming@sit.edu.cn

^bDepartment of Chemistry, Zhejiang University, Hangzhou 310058, P. R. of China eMail: hfding@zju.edu.cn

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Abstract

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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

Key words

electrocyclic reactions - conjugated alkenes - natural products - total synthesis - cascade reactions

Volltext

Referenzen

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