Evidence map›Paper›PMID 27436785›Full record

ArticleAngewandte Chemie (International ed. in English)2016

Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

Xiben Li, Fanke Meng, Sebastian Torker, Ying Shi, Amir H Hoveyda

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

21 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Review
  10. Article
  11. Regioselective Arylboration of 1,3-Butadiene.Israel journal of chemistry · 2020
    Article
  12. Recent advances in Cu-catalyzed C(spBeilstein journal of organic chemistry · 2020
    Review
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Article
  19. Catalyst Controlled Regiodivergent Arylboration of Dienes.Journal of the American Chemical Society · 2017
    Article
  20. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors.

Xiben LiDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, 02467, USA.
Fanke MengDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, 02467, USA.
Sebastian TorkerDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, 02467, USA.
Ying ShiDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, 02467, USA.
Amir H HoveydaDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA, 02467, USA. amir.hoveyda@bc.edu.

Funding

Catalytic and Stereoselective C-C Bond Forming ReactionsR37GM047480 · NIGMS · BOSTON COLLEGE · PI HOVEYDA, AMIR H · 2005 to 2014
$3.4M
CATALYTIC AND STEREOSELECTIVE C-C BOND FORMING REACTIONSR01GM047480 · NIGMS · BOSTON COLLEGE · PI HOVEYDA, AMIR H · 1997 to 2018
$2.6M
NIGMS NIH HHS R01 GM047480NIGMS NIH HHS R37 GM047480
6 · The paper itself

Abstract

Multicomponent catalytic enantioselective transformations that entail the combination of butadiene or isoprene (common feedstock), an enoate (prepared in one step) and B2 (pin)2 (commercially available) are presented. These processes constitute an uncommon instance of conjugate addition of an allyl moiety and afford the desired products in up to 83 % yield and 98:2 enantiomeric ratio. Based on DFT calculations stereochemical models and rationale for the observed profiles in selectivity are provided.

Indexed as

Allyl CompoundsBoron CompoundsButadienesCatalysisCopperHemiterpenesMolecular StructureOrganometallic CompoundsPentanesQuantum TheoryStereoisomerismAllyl CompoundsBoron CompoundsButadienesCopperHemiterpenesisopreneOrganometallic CompoundsPentanesboronconjugate additionscopperenantioselective catalysissynthetic methods

Identifiers

PMID27436785
PMCPMC5206808

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.