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Total synthesis of prenylated acylphloroglucinols: faberiones A, B, and E.
- Source :
-
ARKIVOC: Online Journal of Organic Chemistry . 2023, Vol. 2023, p10-22. 13p. - Publication Year :
- 2023
-
Abstract
- The first total synthesis of acylphloroglucinol-based natural products faberiones A, B, and E is reported, which were isolated from Hypericum faberi. Total syntheses of faberiones A and B are accomplished in six linear steps from commercially accessible 1,3,5-trimethoxybenzene (methyl protected form of phloroglucinol) in overall yields of 31 and 33% respectively, via simple and straightforward approaches that include acylation, o-methoxy deprotection, selective iodination and tandem-Sonogashira cyclization followed by C-geranylation. Faberione E is achieved in two linear steps from acylphloroglucinol with an overall yield of 57% via geranylation followed by benzopyran formation reaction. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15517004
- Volume :
- 2023
- Database :
- Academic Search Index
- Journal :
- ARKIVOC: Online Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 175597934
- Full Text :
- https://doi.org/10.24820/ark.5550190.p011.934