We have developed an unprecedented highly enantioselective catalytic peroxidation of enals. Critical to this development is the discovery that varying the structure of the hydroperoxides has a significant impact on the enantioselectivity of the organocatalytic asymmetric peroxidation. This novel transformation enabled the development of the enantioselective route toward the core structure shared by all members of the stolonoxides family of anticancer natural products, a connected trans-3,6-disubstituted-1,2-dioxane and trans-2,5-disubstituted-tetrahydrofuran ring system. Our route also features an unprecedented cyclization cascade of a chiral bis(epoxy)hydroperoxide. The new methodology and synthetic strategy established from the current studies should be applicable to the enantioselective synthesis of a broad range of chiral 1,2-dioxolanes and 1, 2-dioxanes, there-by facilitating the biological and medicinal chemistry studies of peroxy natural products.
This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 10 July 2015.
All research outputs
#20,281,599
of 22,815,414 outputs
Outputs from Journal of the American Chemical Society
#60,147
of 61,993 outputs
Outputs of similar age
#219,600
of 263,394 outputs
Outputs of similar age from Journal of the American Chemical Society
#437
of 493 outputs
Altmetric has tracked 22,815,414 research outputs across all sources so far. This one is in the 1st percentile – i.e., 1% of other outputs scored the same or lower than it.
So far Altmetric has tracked 61,993 research outputs from this source. They typically receive a little more attention than average, with a mean Attention Score of 6.8. This one is in the 1st percentile – i.e., 1% of its peers scored the same or lower than it.
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We're also able to compare this research output to 493 others from the same source and published within six weeks on either side of this one. This one is in the 1st percentile – i.e., 1% of its contemporaries scored the same or lower than it.
