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A Convenient Synthesis of Trans and Cis-3, 4', 5-trihydroxystilbene

WANG Zhi-xin, ZHANG Xue-jing, ZHOU Yue, ZOU Yong*   

  1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, China
  • Received:2005-08-07 Revised:2005-11-10 Online:2005-12-15 Published:2005-12-15
  • Contact: ZOU Yong*

Abstract: Aim To synthesize trans and cis-3, 4', 5-trihydroxystilbene by a new convenient route. Methods The reaction of 3, 5-dimethoxybenzaldehyde (3) and 4-methoxy phenylacetonitrile (4) formed the stilbene skeleton. After hydrolyzation, decarboxylation, and demethylation, we obtained trans-3, 4', 5-trihydroxystilbene (resveratrol), which can be converted to its cis-isomer by photochemical isomerization. Results Starting from 3 and 4, trans and cis-3, 4', 5-trihydroxystilbene were synthesized, respectively. Conclusion A facile method for the synthesis of trans and cis-hydroxystilbenes from readily available materials was established.

Key words: 3,4',5-trihydroxystilbene, 3,4',5-trihydroxystilbene, synthesis, synthesis, isomerization, isomerization

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