The first detailed study of intramolecular aza-Prins and aza-silyl-Prins reactions, starting from acyclic materials, are reported. The methods allow rapid and flexible access towards an array of [6,5] and [6,6] aza-bicycles, which form the core skeletons of various alkaloids. Based upon our findings on the aza-Prins and aza-silyl-Prins cyclisations, herein we present simple protocols for the intramolecular preparation of the azabicyclic cores of the indolizidines and quinolizidines using a one pot cascade process of N-acyliminium ion formation followed by aza-Prins cyclisation and either elimination or carbocation trapping. It is possible to introduce a range of different substituents into the heterocycles through a judicial choice of Lewis acid and solvent(s), with halo-, phenyl- and amido- substituted azabicyclic products all being accessed through these highly diastereoselective processes.
Pharmacology, Toxicology and Pharmaceutical Science
1
3%
Biochemistry, Genetics and Molecular Biology
1
3%
Computer Science
1
3%
Engineering
1
3%
Other
0
0%
Unknown
9
24%
Attention Score in Context
Attention Score in Context
This research output has an Altmetric Attention Score of 9. 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 06 November 2024.
All research outputs
#5,910,837
of 34,364,397 outputs
Outputs from Journal of Organic Chemistry
#8,256
of 41,400 outputs
Outputs of similar age
#57,390
of 312,375 outputs
Outputs of similar age from Journal of Organic Chemistry
#29
of 181 outputs
Altmetric has tracked 34,364,397 research outputs across all sources so far. Compared to these this one has done well and is in the 82nd percentile: it's in the top 25% of all research outputs ever tracked by Altmetric.
So far Altmetric has tracked 41,400 research outputs from this source. They typically receive a little more attention than average, with a mean Attention Score of 5.3. This one has done well, scoring higher than 79% of its peers.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 312,375 tracked outputs that were published within six weeks on either side of this one in any source. This one has done well, scoring higher than 81% of its contemporaries.
We're also able to compare this research output to 181 others from the same source and published within six weeks on either side of this one. This one has done well, scoring higher than 83% of its contemporaries.
