Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates
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-acetylkaem...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2015-02-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.11.33 |
| _version_ | 1818369090146795520 |
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| author | Qinggang Mei Chun Wang Weicheng Yuan Guolin Zhang |
| author_facet | Qinggang Mei Chun Wang Weicheng Yuan Guolin Zhang |
| author_sort | Qinggang Mei |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-13T23:18:19Z |
| format | Article |
| id | doaj.art-e53efe057389488c8089767b3b340199 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-13T23:18:19Z |
| publishDate | 2015-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-e53efe057389488c8089767b3b3401992022-12-21T23:27:53ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-02-0111128829310.3762/bjoc.11.331860-5397-11-33Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetatesQinggang Mei0Chun Wang1Weicheng Yuan2Guolin Zhang3Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, ChinaChengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, ChinaChengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, ChinaChengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, ChinaA 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.https://doi.org/10.3762/bjoc.11.33benzylationdeacetylationkaempferolmethylationregioselectivity |
| spellingShingle | Qinggang Mei Chun Wang Weicheng Yuan Guolin Zhang Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates Beilstein Journal of Organic Chemistry benzylation deacetylation kaempferol methylation regioselectivity |
| title | Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates |
| title_full | Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates |
| title_fullStr | Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates |
| title_full_unstemmed | Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates |
| title_short | Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates |
| title_sort | selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates |
| topic | benzylation deacetylation kaempferol methylation regioselectivity |
| url | https://doi.org/10.3762/bjoc.11.33 |
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