Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 11-12, Pages 2240-2248Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300221
Keywords
butenolides; green chemistry; photoredox catalysis; semipinacol rearrangement; sensitization; spirocyclization
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Funding
- Alexander von Humboldt Foundation
- [Graduierten-kolleg 1626 Photocatalysis]
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Visible light-mediated decarboxylation using N-acyloxyphthalimides as the source for carbon-centered radicals was applied for the synthesis of spirobutenolides. The utility of this approach is demonstrated with the formal synthesis of (S)-(+)-lycoperdic acid. Alternatively, 2,3-anellated furans can be obtained in a one-pot procedure via photocyclization following a regioselective semipinacol rearrangement.
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