Total synthesis of Kaempferol and Kaempferol derivatives, and DDO reactions

碩士 === 國立彰化師範大學 === 科學教育研究所 === 89 === Kaempferol (1), a natural product from various plants, was synthesized in which the longest linear sequence is only seven steps in overall yields of 47% from commercially available 1,3,5-trimethoxybenzene (10). The methylated kaempferols 2-5 were also prepared...

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Bibliographic Details
Main Authors: Tsao-dong Wu, 吳朝棟
Other Authors: Yean-Jang Lee
Format: Others
Language:zh-TW
Published: 2001
Online Access:http://ndltd.ncl.edu.tw/handle/67811047162892410525
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Summary:碩士 === 國立彰化師範大學 === 科學教育研究所 === 89 === Kaempferol (1), a natural product from various plants, was synthesized in which the longest linear sequence is only seven steps in overall yields of 47% from commercially available 1,3,5-trimethoxybenzene (10). The methylated kaempferols 2-5 were also prepared by use of this concise synthetic methodology. The key transformations in this synthesis involved the I2 oxidative-promoting-cyclization and DDO oxidative hydroxylation. Several strategies to achieve 1 are provided. Hydroxylation and chlorination of flavones and aromatic compounds with DDO are described. The natural quercetogetin 44and ladanein 24 were synthesized via this methodology. Flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the adjacent C-6 carbon atom by DDO.