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Enantiospecific Alkynylation of Alkylboronic Esters

Overview of attention for article published in Angewandte Chemie. International Edition, March 2016
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Title
Enantiospecific Alkynylation of Alkylboronic Esters
Published in
Angewandte Chemie. International Edition, March 2016
DOI 10.1002/anie.201600599
Pubmed ID
Authors

Yahui Wang, Adam Noble, Eddie L. Myers, Varinder K. Aggarwal

Abstract

Enantioenriched secondary and tertiary alkyl pinacolboronic esters undergo enantiospecific deborylative alkynylation through a Zweifel-type alkenylation followed by a 1,2-elimination reaction. The process involves use of α-lithio vinyl bromide or vinyl carbamate species, for which application to Zweifel-type reactions has not previously been explored. The resulting functionalized 1,1-disubstituted alkenes undergo facile base-mediated elimination to generate terminal alkyne products in high yield and excellent levels of enantiospecificity over a wide range of pinacolboronic ester substrates. Furthermore, along with terminal alkynes, internal and silyl-protected alkynes can be formed by simply introducing a suitable carbon- or silicon-based electrophile after the base-mediated 1,2-elimination reaction.

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X Demographics

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Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 50 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Japan 1 2%
Spain 1 2%
Unknown 48 96%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 16 32%
Student > Master 11 22%
Researcher 6 12%
Student > Bachelor 3 6%
Lecturer 3 6%
Other 6 12%
Unknown 5 10%
Readers by discipline Count As %
Chemistry 43 86%
Medicine and Dentistry 1 2%
Design 1 2%
Unknown 5 10%
Attention Score in Context

Attention Score in Context

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 03 March 2016.
All research outputs
#20,829,511
of 25,593,129 outputs
Outputs from Angewandte Chemie. International Edition
#43,545
of 50,417 outputs
Outputs of similar age
#231,909
of 313,337 outputs
Outputs of similar age from Angewandte Chemie. International Edition
#546
of 722 outputs
Altmetric has tracked 25,593,129 research outputs across all sources so far. This one is in the 10th percentile – i.e., 10% of other outputs scored the same or lower than it.
So far Altmetric has tracked 50,417 research outputs from this source. They typically receive more attention than average, with a mean Attention Score of 7.8. This one is in the 8th percentile – i.e., 8% 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 313,337 tracked outputs that were published within six weeks on either side of this one in any source. This one is in the 13th percentile – i.e., 13% of its contemporaries scored the same or lower than it.
We're also able to compare this research output to 722 others from the same source and published within six weeks on either side of this one. This one is in the 14th percentile – i.e., 14% of its contemporaries scored the same or lower than it.