Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 46, Pages 18948-18951Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja310784f
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Funding
- UCSB
- Eli Lilly
- Hellman Family Foundation
- Bridge to the Doctorate Fellowship Program
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1040541] Funding Source: National Science Foundation
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The copper-catalyzed alpha-amination of carbonyl compounds using nitrosoformate intermediates as the electrophilic source of nitrogen is reported: The reaction merges aerobic oxidation and Lewis acid catalysis. The scope of the reaction is broad in terms of both the N-substituted hydroxylamines and the beta-ketoesters. The new methodology harnesses the power of nitrosoformate intermediates and demonstrates their potential as a viable electrophilic source of nitrogen in alpha-functionalization reactions.
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