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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 9: 1749 - 1752

DOI: https://doi.org/10.6023/cjoc1201042

Notes

tal Synthesis of (±)-5,3'-Dihydroxy-4'-methoxy-6",6"-dimethyl-chromeno-(7,8,2",3")-flavanone

  • Yang Jinhui ,
  • Lao Junshan ,
  • Guo Dongdong ,
  • Huang Wenqian
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  • State Key Laboratory Cultivation Base of Natural Gas Conversion, Ningxia University, Yinchuan 750021

Received date: 2012-01-04

  Revised date: 2012-05-11

  Online published: 2012-03-30

Supported by

Project supported by the National Natural Science Foundation of China (Nos.20962016, 21162021), the Program for New Century Excellent Talents in University (No.NCET-09-0860) and the Natural Science Foundation of Ningxia Hui Autonomous Region (No.NZ1006)

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Abstract

The total synthesis of (±)-5,3'-dihydroxy-4'-methoxy-6",6"-dimethyl-chromeno-(7,8,2",3")-flavanone was first achieved through C-prenylation, cyclization, selective protection of phenolic hydroxyl group, aldol condensation, cyclization and deprotection starting from cheap isovanillin and 2,4,6-trihydroxyacetophenone, with total yield 6.7%. All structures of new compounds were confirmed by IR,1H NMR, MS and HRMS techniques.

Key words： 5,3'-dihydroxy-4'-methoxy-6",6"-dimethylchromeno-(7,8,2",3")-flavanone; total synthesis; pyranoflavanone

Cite this article

Yang Jinhui , Lao Junshan , Guo Dongdong , Huang Wenqian . tal Synthesis of (±)-5,3'-Dihydroxy-4'-methoxy-6",6"-dimethyl-chromeno-(7,8,2",3")-flavanone[J]. Chinese Journal of Organic Chemistry, 2012 , 32(9) : 1749 -1752 . DOI: 10.6023/cjoc1201042

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