AI Article Synopsis
- Chromone is a difficult substrate for the asymmetric 1,4-addition process involving α,β-unsaturated carbonyl compounds.
- By using a rhodium complex with a chiral diene ligand, specifically (R,R)-Ph-bod*, high yields of flavanones were achieved from various arylboronic acids.
- The reactions exhibited excellent enantioselectivity, often reaching 99% ee, with no ring-opening side products that could impact the enantioselectivity.
Article Abstract
Chromone has been noted to be one of the most challenging substrates in the asymmetric 1,4-addition of α,β-unsaturated carbonyl compounds. By employing the rhodium complex associated with a chiral diene ligand, (R,R)-Ph-bod*, the 1,4-addition of a variety of arylboronic acids was realized to give high yields of the corresponding flavanones with excellent enantioselectivities (≥97% ee, 99% ee for most substrates). Ring-opening side products, which would lead to erosion of product enantioselectivity, were not observed under the stated reaction conditions.
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| http://dx.doi.org/10.1002/asia.201403290 | DOI Listing |
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