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Allylic Azide Rearrangement in Tandem with Huisgen Cycloaddition for Stereoselective Annulation: Synthesis of C‑Glycosyl Iminosugars

Overview of attention for article published in Organic Letters, December 2015
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About this Attention Score

  • Above-average Attention Score compared to outputs of the same age (52nd percentile)
  • Above-average Attention Score compared to outputs of the same age and source (63rd percentile)

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Title
Allylic Azide Rearrangement in Tandem with Huisgen Cycloaddition for Stereoselective Annulation: Synthesis of C‑Glycosyl Iminosugars
Published in
Organic Letters, December 2015
DOI 10.1021/acs.orglett.5b03209
Pubmed ID
Authors

Lorna Moynihan, Rekha Chadda, Patrick McArdle, Paul V. Murphy

Abstract

Allylic azide rearrangement is used in tandem with intramolecular azide-alkene cycloaddition to give a triazoline that when subsequently decomposed in the presence of a nucleophile gives piperidines. The tandem reaction gives two stereocenters that are generated with high control. The formation of the piperidines required the presence of innate conformational constraint. The applicability of the annulation reaction is demonstrated by the synthesis of iminosugars. A proposal is included to account for the observed stereoselectivity, which is influenced by the precursor structure.

X Demographics

X Demographics

The data shown below were collected from the profiles of 3 X users who shared this research output. Click here to find out more about how the information was compiled.
Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 38 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 38 100%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 11 29%
Researcher 5 13%
Professor 4 11%
Student > Doctoral Student 3 8%
Student > Bachelor 3 8%
Other 5 13%
Unknown 7 18%
Readers by discipline Count As %
Chemistry 22 58%
Arts and Humanities 1 3%
Biochemistry, Genetics and Molecular Biology 1 3%
Unspecified 1 3%
Earth and Planetary Sciences 1 3%
Other 1 3%
Unknown 11 29%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 3. 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 31 December 2015.
All research outputs
#13,353,137
of 22,836,570 outputs
Outputs from Organic Letters
#9,587
of 14,093 outputs
Outputs of similar age
#185,470
of 389,033 outputs
Outputs of similar age from Organic Letters
#52
of 144 outputs
Altmetric has tracked 22,836,570 research outputs across all sources so far. This one is in the 41st percentile – i.e., 41% of other outputs scored the same or lower than it.
So far Altmetric has tracked 14,093 research outputs from this source. They receive a mean Attention Score of 4.3. This one is in the 31st percentile – i.e., 31% of its peers scored the same or lower than it.
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 389,033 tracked outputs that were published within six weeks on either side of this one in any source. This one has gotten more attention than average, scoring higher than 52% of its contemporaries.
We're also able to compare this research output to 144 others from the same source and published within six weeks on either side of this one. This one has gotten more attention than average, scoring higher than 63% of its contemporaries.