Collective Synthesis of Natural Products by Using Metathesis ­Cascade Reactions

Jing-Chun Han; Chuang-Chuang Li

doi:10.1055/s-0034-1380180

Synlett, Table of Contents

Synlett 2015; 26(10): 1289-1304
DOI: 10.1055/s-0034-1380180

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Collective Synthesis of Natural Products by Using Metathesis Cascade Reactions

Jing-Chun Han

^aDepartment of Chemistry, South University of Science and Technology of China, Shenzhen 518055, P. R. of China

,

Chuang-Chuang Li*

^aDepartment of Chemistry, South University of Science and Technology of China, Shenzhen 518055, P. R. of China

^bLaboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, P. R. of China

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Abstract

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Abstract

This account describes our laboratory’s latest endeavors toward the collective synthesis of natural products. An overview of the general strategy is presented together with several total syntheses developed by our group. These examples demonstrate the power of metathesis cascade reactions and biomimetic strategies for the collective synthesis of securinega alkaloids and humulanolides.

1 Introduction

2 Collective Synthesis: A Historical Perspective

3 Collective Synthesis in Our Laboratory

3.1 Metathesis Cascade Reactions

3.2 Collective Synthesis of Securinega Alkaloids

3.3 Collective Synthesis of Humulanolides

3.3.1. Total Synthesis of Racemic Asteriscunolide D

3.3.2. Asymmetric Total Syntheses of Humulanolides

4 Conclusions and Outlook

Key words

total synthesis - cascade reaction - biomimetic synthesis - metathesis - natural products

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References

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Collective Synthesis of Natural Products by Using Metathesis ­Cascade Reactions

Collective Synthesis of Natural Products by Using Metathesis Cascade Reactions