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Total Synthesis of (+)-Perophoramidine and Determination of the Absolute Configuration

Overview of attention for article published in Journal of the American Chemical Society, September 2010
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About this Attention Score

  • In the top 25% of all research outputs scored by Altmetric
  • High Attention Score compared to outputs of the same age (84th percentile)
  • Good Attention Score compared to outputs of the same age and source (78th percentile)

Mentioned by

blogs
1 blog

Citations

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125 Dimensions

Readers on

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71 Mendeley
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Title
Total Synthesis of (+)-Perophoramidine and Determination of the Absolute Configuration
Published in
Journal of the American Chemical Society, September 2010
DOI 10.1021/ja1070043
Pubmed ID
Authors

Haoxing Wu, Fei Xue, Xue Xiao, Yong Qin

Abstract

The first asymmetric total synthesis of (+)-perophoramidine has been achieved in 17 steps with ∼11% overall yield. The key step relies on an asymmetric biomimetic Diels-Alder reaction between the in situ-generated chiral diene T-24 and the substituted tryptamine 23 to assemble the core structure 27a in a highly efficient way. An acid-catalyzed thermodynamic equilibrium results in C═N double-bond migration of the amidine moiety in 37, which guarantees a regioselective methylation on N(1) at the end of the synthesis. The absolute configuration of (+)-perophoramidine was determined by X-ray crystallographic analysis of the chiral intermediate 32 and comparison of the rotation of synthetic (+)-perophoramidine with that of the natural product.

Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 71 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Japan 1 1%
Germany 1 1%
Canada 1 1%
Unknown 68 96%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 24 34%
Researcher 12 17%
Student > Master 8 11%
Student > Postgraduate 5 7%
Student > Bachelor 5 7%
Other 12 17%
Unknown 5 7%
Readers by discipline Count As %
Chemistry 56 79%
Agricultural and Biological Sciences 3 4%
Business, Management and Accounting 2 3%
Chemical Engineering 1 1%
Physics and Astronomy 1 1%
Other 3 4%
Unknown 5 7%
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 16 January 2015.
All research outputs
#3,270,479
of 22,778,347 outputs
Outputs from Journal of the American Chemical Society
#9,896
of 61,949 outputs
Outputs of similar age
#13,186
of 96,862 outputs
Outputs of similar age from Journal of the American Chemical Society
#54
of 359 outputs
Altmetric has tracked 22,778,347 research outputs across all sources so far. Compared to these this one has done well and is in the 84th percentile: it's in the top 25% of all research outputs ever tracked by Altmetric.
So far Altmetric has tracked 61,949 research outputs from this source. They typically receive a little more attention than average, with a mean Attention Score of 6.8. 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 96,862 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 84% of its contemporaries.
We're also able to compare this research output to 359 others from the same source and published within six weeks on either side of this one. This one has done well, scoring higher than 78% of its contemporaries.