Unconventional application of the Mitsunobu reaction: Selective flavonolignan dehydration yielding hydnocarpins
Please always quote using this URN: urn:nbn:de:bvb:20-opus-160986
- Various Mitsunobu conditions were investigated for a series of flavonolignans (silybin A, silybin B, isosilybin A, and silychristin A) to achieve either selective esterification in position C-23 or dehydration in a one-pot reaction yielding the biologically important enantiomers of hydnocarpin D, hydnocarpin and isohydnocarpin, respectively. This represents the only one-pot semi-synthetic method to access these flavonolignans in high yields.
Author: | Guozheng Huang, Simon Schramm, Jörg Heilmann, David Biedermann, Vladimír Kren, Michael Decker |
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URN: | urn:nbn:de:bvb:20-opus-160986 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Pharmazie und Lebensmittelchemie |
Language: | English |
Parent Title (English): | Beilstein Journal of Organic Chemistry |
Year of Completion: | 2016 |
Volume: | 12 |
Pagenumber: | 662–669 |
Source: | Beilstein Journal of Organic Chemistry 2016, 12, 662–669. doi:10.3762/bjoc.12.66 |
DOI: | https://doi.org/10.3762/bjoc.12.66 |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Tag: | Mitsunobu; dehydration; flavonoid; hydnocarpin; silybin |
Release Date: | 2018/07/10 |
Licence (German): | CC BY: Creative-Commons-Lizenz: Namensnennung |