Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 43, Pages 17964-17969Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c09276
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Funding
- NIGMS [GM80442]
- Alexander von Humboldt Foundation
- Columbia University
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A method for the internal and highly diastereoselective amino oxygenation of 1,3-dienes has been developed, catalyzed by a cationic heptamethylindenyl (Ind*) Rh(III) complex, filling the gap in the selective amino oxygenation of 1,3-dienes at the internal position.
The direct oxyamination of olefins is a compelling tool to rapidly access beta-amino alcohols-a privileged motif ubiquitous in natural products, pharmaceuticals and agrochemicals. Although a variety of expedient methods are established for simple alkenes, selective amino oxygenation of 1,3-dienes is less explored. Within this context, methods for the oxyamination of 1,3-dienes that are selective for the internal position remain unprecedented. We herein report a modular three-component approach to perform an internal and highly diastereoselective amino oxygenation of 1,3-dienes catalyzed by a cationic heptamethylindenyl (Ind*) Rh(III) complex.
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