Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes
Publication type: Journal Article
Publication date: 2015-06-18
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
26068395
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
An efficient [4 + 3] cycloaddition reaction of D-A cyclopropanes with dienes has been successfully developed. The reaction proceeds well with various dienolsilyl ethers in the presence of Lewis acid, delivering a variety of cycloheptenes and [n,5,0]carbobicycles with excellent stereoselectivity. The asymmetric version of this reaction is also realized using a newly designed chiral Cy-TOX ligand, providing a new approach to access optically active cycloheptenes and [n,5,0]carbobicycles. Mechanisic study reveals that the reaction involves a stepwise pathway, which undergoes an unusual ring opening of five-membered [3 + 2] intermediate and sequential intramolecular cyclization to afford the thermodynamically stable [4 + 3] annulation product.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
5
10
15
20
25
30
|
|
|
Organic Letters
26 publications, 13.4%
|
|
|
Angewandte Chemie - International Edition
25 publications, 12.89%
|
|
|
Angewandte Chemie
25 publications, 12.89%
|
|
|
Journal of Organic Chemistry
13 publications, 6.7%
|
|
|
European Journal of Organic Chemistry
9 publications, 4.64%
|
|
|
Advanced Synthesis and Catalysis
8 publications, 4.12%
|
|
|
Organic Chemistry Frontiers
8 publications, 4.12%
|
|
|
Organic and Biomolecular Chemistry
8 publications, 4.12%
|
|
|
Chemical Communications
7 publications, 3.61%
|
|
|
Journal of the American Chemical Society
6 publications, 3.09%
|
|
|
Tetrahedron Letters
5 publications, 2.58%
|
|
|
ACS Catalysis
5 publications, 2.58%
|
|
|
Chemistry - A European Journal
4 publications, 2.06%
|
|
|
Chinese Journal of Chemistry
3 publications, 1.55%
|
|
|
Synthesis
3 publications, 1.55%
|
|
|
Nature Communications
2 publications, 1.03%
|
|
|
Russian Chemical Reviews
2 publications, 1.03%
|
|
|
Israel Journal of Chemistry
2 publications, 1.03%
|
|
|
Asian Journal of Organic Chemistry
2 publications, 1.03%
|
|
|
Journal of Organometallic Chemistry
2 publications, 1.03%
|
|
|
Chemical Reviews
2 publications, 1.03%
|
|
|
RSC Advances
2 publications, 1.03%
|
|
|
Chemical Science
2 publications, 1.03%
|
|
|
Synlett
2 publications, 1.03%
|
|
|
Current Organic Chemistry
1 publication, 0.52%
|
|
|
Royal Society Open Science
1 publication, 0.52%
|
|
|
Russian Chemical Bulletin
1 publication, 0.52%
|
|
|
Trends in Chemistry
1 publication, 0.52%
|
|
|
Tetrahedron
1 publication, 0.52%
|
|
|
5
10
15
20
25
30
|
Publishers
|
10
20
30
40
50
60
70
80
90
|
|
|
Wiley
85 publications, 43.81%
|
|
|
American Chemical Society (ACS)
54 publications, 27.84%
|
|
|
Royal Society of Chemistry (RSC)
29 publications, 14.95%
|
|
|
Elsevier
12 publications, 6.19%
|
|
|
Georg Thieme Verlag KG
5 publications, 2.58%
|
|
|
Springer Nature
3 publications, 1.55%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
2 publications, 1.03%
|
|
|
Bentham Science Publishers Ltd.
1 publication, 0.52%
|
|
|
The Royal Society
1 publication, 0.52%
|
|
|
Shanghai Institute of Organic Chemistry
1 publication, 0.52%
|
|
|
Oxford University Press
1 publication, 0.52%
|
|
|
10
20
30
40
50
60
70
80
90
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
194
Total citations:
194
Citations from 2024:
18
(9%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Xu H. et al. Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes // Journal of the American Chemical Society. 2015. Vol. 137. No. 25. pp. 8006-8009.
GOST all authors (up to 50)
Copy
Xu H., Hu J. L., Wang L., Liao S., Tang Y. Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes // Journal of the American Chemical Society. 2015. Vol. 137. No. 25. pp. 8006-8009.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jacs.5b04429
UR - https://doi.org/10.1021/jacs.5b04429
TI - Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes
T2 - Journal of the American Chemical Society
AU - Xu, Hao
AU - Hu, Jiang Lin
AU - Wang, Lijia
AU - Liao, Saihu
AU - Tang, Yong
PY - 2015
DA - 2015/06/18
PB - American Chemical Society (ACS)
SP - 8006-8009
IS - 25
VL - 137
PMID - 26068395
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2015_Xu,
author = {Hao Xu and Jiang Lin Hu and Lijia Wang and Saihu Liao and Yong Tang},
title = {Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes},
journal = {Journal of the American Chemical Society},
year = {2015},
volume = {137},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jacs.5b04429},
number = {25},
pages = {8006--8009},
doi = {10.1021/jacs.5b04429}
}
Cite this
MLA
Copy
Xu, Hao, et al. “Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes.” Journal of the American Chemical Society, vol. 137, no. 25, Jun. 2015, pp. 8006-8009. https://doi.org/10.1021/jacs.5b04429.