Abstract
A concise and convergent total synthesis of sparstolonin B was developed. A palladium-catalyzed aldehyde α-arylation was utilized to construct the carbon skeleton of the natural product. A subsequent simple one-pot procedure effected global deprotection and closure of the final two rings via an unusual autoredox mechanism for the conversion of a bis-hydroquinone intermediate to the natural product. The 6 step synthetic sequence was realized in 18% overall yield.
Original language | English (US) |
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Pages (from-to) | 3787-3790 |
Number of pages | 4 |
Journal | Tetrahedron |
Volume | 74 |
Issue number | 28 |
DOIs | |
State | Published - Jul 12 2018 |
Keywords
- Arylation
- Autoredox
- Cross-coupling
- Palladium catalysis
- Total synthesis
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry