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- Title
Ring-closing metathesis in flavonoid synthesis, part 3: isoflavenes.
- Authors
Pieterse, Tanya; Marais, Charlene; Bezuidenhoudt, Barend C. B.
- Abstract
Isoflav-3-enes with natural substitution patterns were prepared in two steps from readily available starting materials by means of a one-pot Wittig methylenation -- etherification -- Wittig methylenation, followed by ring-closing metathesis catalyzed by the Grubbs second generation catalyst. This included the preparation of a series of five novel 1-[(2-phenylallyl)oxy]-2-vinylbenzenes in good yields (61 -- 89%). Olefin metathesis thus affords a common strategy for the synthesis of all three flavonoid subclasses, i.e. the flavonoids, neoflavonoids and isoflavonoids.
- Subjects
FLAVONOIDS; METATHESIS reactions; ISOFLAVONOIDS; ETHERIFICATION; ALKENES; RUTHENIUM catalysts
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2023, Vol 2023, p1
- ISSN
1551-7004
- Publication type
Article
- DOI
10.24820/ark.5550190.p011.990