Total Synthesis of Syringin and Its Natural Analogues via C—C Bond Activation of Aryl Ketones

Author:

Wang Zhen‐Yu1,Sun Yi2,Sun Guo‐Dong13,Xu Hui1,Dai Hui‐Xiong213

Affiliation:

1. CAS Key Laboratory of Receptor Research, State Key Laboratory of Drug Research Shanghai Institute of Materia Medica, Chinese Academy of Sciences Shanghai 201203 China

2. School of Chinese Materia Medica Nanjing University of Chinese Medicine Nanjing Jiangsu 210023 China

3. University of Chinese Academy of Sciences Beijing 100049 China

Abstract

Comprehensive SummarySyringin is found in the root of Acanthopanax senticosus (Rupr. Maxim.) Harms and belongs to the lignin chemical compound with many biological activities. In this study, we employed commercially available starting materials and accomplished the total synthesis of syringin in 5 steps with an overall yield of 58%. Palladium‐catalyzed C(O)–C bond activation and subsequent cross coupling reaction is the key to construct syringin and its natural analogues.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry

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