Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 13, Pages 3708-3711Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700049
Keywords
alkyl radicals; decarboxylation; hydrogen bonding; oxyalkylation; photoredox catalysis
Categories
Funding
- NRW Graduate School of Chemistry
- Deutsche Forschungsgemeinschaft
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Herein, we disclose a strategy for the activation of N-(acyloxy)phthalimides towards photoinduced electron transfer through hydrogen bonding. This activation mode enables efficient access to C(sp(3))-centered radicals upon decarboxylation from bench-stable and readily available substrates. Moreover, we demonstrate that the formed alkyl radicals can be successfully employed in a novel redox-neutral method for constructing sp(3)-sp(3) bonds across styrene moieties that gives straightforward access to complex alcohol and ether scaffolds.
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