Journal
ORGANIC LETTERS
Volume 18, Issue 11, Pages 2564-2567Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00895
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Funding
- National Science Foundation [CHE1265964]
- F. S. and Joan Rowland Fellowship
- NIH
- [1F31GM113494]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1265964] Funding Source: National Science Foundation
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Visible-light photoredox-catalyzed fragmentation of methyl N-phthalimidoyl oxalate allows the direct construction of a 1,4-dicarbonyl structural motif by a conjugate addition of the methoxycarbonyl radical to reactive Michael acceptors. The regioselectivity of the addition of this alkoxyacyl radical species to electron-deficient olefins is heavily influenced by the electronic nature of the acceptor, behavior similar to that exhibited by nucleophilic alkyl radicals.
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