Journal of the American Chemical Society, volume 135, issue 1, pages 58-61
N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones
Publication type: Journal Article
Publication date: 2012-12-20
Q1
Q1
SJR: 5.489
CiteScore: 24.4
Impact factor: 14.4
ISSN: 00027863, 15205126
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
The N-heterocyclic carbene (NHC)-catalyzed Claisen rearrangement of hybrid Ireland-Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized β-lactones. The reaction proceeds with high diastereoselectivity (>20:1) and affords a diverse range of β-lactone fused cyclopentanes. Mechanistic studies are detailed.
Found
Found
Top-30
Journals
|
5
10
15
20
25
|
|
|
Organic Letters
21 publications, 12.96%
|
|
|
Angewandte Chemie
20 publications, 12.35%
|
|
|
Angewandte Chemie - International Edition
20 publications, 12.35%
|
|
|
Chemical Communications
10 publications, 6.17%
|
|
|
Organic and Biomolecular Chemistry
10 publications, 6.17%
|
|
|
Journal of Organic Chemistry
7 publications, 4.32%
|
|
|
Chemistry - A European Journal
5 publications, 3.09%
|
|
|
ACS Catalysis
5 publications, 3.09%
|
|
|
Tetrahedron
4 publications, 2.47%
|
|
|
Chemical Science
4 publications, 2.47%
|
|
|
Chemistry - An Asian Journal
3 publications, 1.85%
|
|
|
Asian Journal of Organic Chemistry
3 publications, 1.85%
|
|
|
Journal of the American Chemical Society
3 publications, 1.85%
|
|
|
Organic Chemistry Frontiers
3 publications, 1.85%
|
|
|
Accounts of Chemical Research
2 publications, 1.23%
|
|
|
European Journal of Organic Chemistry
2 publications, 1.23%
|
|
|
Chemical Record
2 publications, 1.23%
|
|
|
Advanced Synthesis and Catalysis
2 publications, 1.23%
|
|
|
RSC Advances
2 publications, 1.23%
|
|
|
Synlett
2 publications, 1.23%
|
|
|
Progress in Heterocyclic Chemistry
2 publications, 1.23%
|
|
|
Organic Reaction Mechanisms
2 publications, 1.23%
|
|
|
Russian Chemical Reviews
2 publications, 1.23%
|
|
|
Materials
1 publication, 0.62%
|
|
|
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
1 publication, 0.62%
|
|
|
Nature Reviews Chemistry
1 publication, 0.62%
|
|
|
Russian Chemical Bulletin
1 publication, 0.62%
|
|
|
Nature Communications
1 publication, 0.62%
|
|
|
Science China Chemistry
1 publication, 0.62%
|
|
|
5
10
15
20
25
|
Publishers
|
10
20
30
40
50
60
70
|
|
|
Wiley
67 publications, 41.36%
|
|
|
American Chemical Society (ACS)
40 publications, 24.69%
|
|
|
Royal Society of Chemistry (RSC)
29 publications, 17.9%
|
|
|
Elsevier
12 publications, 7.41%
|
|
|
Springer Nature
6 publications, 3.7%
|
|
|
Georg Thieme Verlag KG
3 publications, 1.85%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
2 publications, 1.23%
|
|
|
MDPI
1 publication, 0.62%
|
|
|
The Society of Synthetic Organic Chemistry, Japan
1 publication, 0.62%
|
|
|
King Saud University
1 publication, 0.62%
|
|
|
10
20
30
40
50
60
70
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Candish L., Lupton D. N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones // Journal of the American Chemical Society. 2012. Vol. 135. No. 1. pp. 58-61.
GOST all authors (up to 50)
Copy
Candish L., Lupton D. N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones // Journal of the American Chemical Society. 2012. Vol. 135. No. 1. pp. 58-61.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ja310449k
UR - https://doi.org/10.1021/ja310449k
TI - N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones
T2 - Journal of the American Chemical Society
AU - Candish, Lisa
AU - Lupton, David
PY - 2012
DA - 2012/12/20
PB - American Chemical Society (ACS)
SP - 58-61
IS - 1
VL - 135
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2012_Candish,
author = {Lisa Candish and David Lupton},
title = {N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones},
journal = {Journal of the American Chemical Society},
year = {2012},
volume = {135},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/ja310449k},
number = {1},
pages = {58--61},
doi = {10.1021/ja310449k}
}
Cite this
MLA
Copy
Candish, Lisa, and David Lupton. “N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones.” Journal of the American Chemical Society, vol. 135, no. 1, Dec. 2012, pp. 58-61. https://doi.org/10.1021/ja310449k.