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Synfacts 2019; 15(12): 1403
DOI: 10.1055/s-0039-1691118
DOI: 10.1055/s-0039-1691118
Metals in Synthesis
1,3-Diene Difunctionalization: Copper-Catalyzed 1,2-Amino Oxygenation
Further Information
Publication History
Publication Date:
18 November 2019 (online)

Significance
Diene difunctionalization via selective installation of two heteroatoms is an underdeveloped field, albeit one that could generate molecular complexity quickly and efficiently. Challenges of regio- and siteselectivity are inherent in this strategy.
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Comment
The authors report a copper-catalyzed three-component method to achieve diene difunctionalization. The approach uses O-acyl hydroxylamines as electrophilic sources of nitrogen, and carboxylic acids as nucleophilic sources of oxygen to facilitate a 1,2-amino oxygenation of the least substituted end of the 1,3-dienes. The reaction is highly selective for dienes, even over other olefin moieties.
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