2. Academic Validation
  3. Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates

Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates

  • Beilstein J Org Chem. 2015 Feb 25;11:288-93. doi: 10.3762/bjoc.11.33.
Qinggang Mei 1,  Chun Wang 2,  Weicheng Yuan 3,  Guolin Zhang 2
Affiliations

Affiliations

  • 1 Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China ; Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China ; University of Chinese Academy of Sciences, Beijing 100049, China.
  • 2 Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China.
  • 3 Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
PMID: 25815082 DOI: 10.3762/bjoc.11.33
Abstract

A strategy for selective mono-, di- and tri-O-methylation of kaempferol, predominantly on the basis of selective benzylation and controllable deacetylation of kaempferol acetates, was developed. From the selective deacetylation and benzylation of kaempferol tetraacetate (1), 3,4',5,-tri-O-acetylkaempferol (2) and 7-O-benzyl-3,4'5,-tri-O-acetylkaempferol (8) were obtained, respectively. By controllable deacetylation and followed selective or direct methylation of these two intermediates, eight O-methylated kaempferols were prepared with 51-77% total yields from kaempferol.

Keywords

benzylation; deacetylation; kaempferol; methylation; regioselectivity.

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