Asymmetric (5 + 3) Annulation of Donor–Acceptor Cyclopropanes with Imidazolidines: Access to Saturated 1,4-Diazocanes
Liangliang Yang
1
,
Jieyin He
1
,
Haiyang Wang
1
,
Wendi Xu
1
,
Xue Zhang
1
,
Ming Lang
1
,
Jian Wang
1
,
Shiyong Peng
1
Publication type: Journal Article
Publication date: 2023-04-13
scimago Q1
wos Q1
SJR: 3.782
CiteScore: 19.5
Impact factor: 13.1
ISSN: 21555435
General Chemistry
Catalysis
Abstract
Saturated 1,4-diazocanes are highly important for medicinal chemistry and drug discovery, but their syntheses are often tedious. Herein, we report a copper-catalyzed (5 + 3) annulation of donor–acceptor cyclopropanes with imidazolidines, thereby providing a straightforward method to access a library of saturated 1,4-diazocanes in moderate to excellent yields under mild reaction conditions. More importantly, the asymmetric version of this (5 + 3) annulation leading to optically active saturated 1,4-diazocanes is achieved by two strategies: (i) chirality transfer and (ii) dynamic kinetic asymmetric transformation by employing copper triflate with an SaBOX ligand. In addition, the analogous (6 + 3) annulation of donor–acceptor cyclopropanes with hexahydropyrimidines is also realized.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
|
|
|
Organic Letters
6 publications, 23.08%
|
|
|
Organic Chemistry Frontiers
3 publications, 11.54%
|
|
|
Synthesis
2 publications, 7.69%
|
|
|
Chemistry - A European Journal
2 publications, 7.69%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 3.85%
|
|
|
Molecular Catalysis
1 publication, 3.85%
|
|
|
Journal of Molecular Structure
1 publication, 3.85%
|
|
|
Advanced Synthesis and Catalysis
1 publication, 3.85%
|
|
|
Progress in Heterocyclic Chemistry
1 publication, 3.85%
|
|
|
Journal of Organic Chemistry
1 publication, 3.85%
|
|
|
Mendeleev Communications
1 publication, 3.85%
|
|
|
Angewandte Chemie - International Edition
1 publication, 3.85%
|
|
|
Angewandte Chemie
1 publication, 3.85%
|
|
|
Journal of Heterocyclic Chemistry
1 publication, 3.85%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 3.85%
|
|
|
ACS Catalysis
1 publication, 3.85%
|
|
|
Chemistry - An Asian Journal
1 publication, 3.85%
|
|
|
1
2
3
4
5
6
|
Publishers
|
1
2
3
4
5
6
7
8
|
|
|
American Chemical Society (ACS)
8 publications, 30.77%
|
|
|
Wiley
8 publications, 30.77%
|
|
|
Royal Society of Chemistry (RSC)
4 publications, 15.38%
|
|
|
Elsevier
3 publications, 11.54%
|
|
|
Georg Thieme Verlag KG
2 publications, 7.69%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 3.85%
|
|
|
1
2
3
4
5
6
7
8
|
- 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
26
Total citations:
26
Citations from 2025:
13
(50%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Yang L. et al. Asymmetric (5 + 3) Annulation of Donor–Acceptor Cyclopropanes with Imidazolidines: Access to Saturated 1,4-Diazocanes // ACS Catalysis. 2023. Vol. 13. No. 8. pp. 5752-5758.
GOST all authors (up to 50)
Copy
Yang L., He J., Wang H., Xu W., Zhang X., Lang M., Wang J., Peng S. Asymmetric (5 + 3) Annulation of Donor–Acceptor Cyclopropanes with Imidazolidines: Access to Saturated 1,4-Diazocanes // ACS Catalysis. 2023. Vol. 13. No. 8. pp. 5752-5758.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acscatal.3c01219
UR - https://pubs.acs.org/doi/10.1021/acscatal.3c01219
TI - Asymmetric (5 + 3) Annulation of Donor–Acceptor Cyclopropanes with Imidazolidines: Access to Saturated 1,4-Diazocanes
T2 - ACS Catalysis
AU - Yang, Liangliang
AU - He, Jieyin
AU - Wang, Haiyang
AU - Xu, Wendi
AU - Zhang, Xue
AU - Lang, Ming
AU - Wang, Jian
AU - Peng, Shiyong
PY - 2023
DA - 2023/04/13
PB - American Chemical Society (ACS)
SP - 5752-5758
IS - 8
VL - 13
SN - 2155-5435
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2023_Yang,
author = {Liangliang Yang and Jieyin He and Haiyang Wang and Wendi Xu and Xue Zhang and Ming Lang and Jian Wang and Shiyong Peng},
title = {Asymmetric (5 + 3) Annulation of Donor–Acceptor Cyclopropanes with Imidazolidines: Access to Saturated 1,4-Diazocanes},
journal = {ACS Catalysis},
year = {2023},
volume = {13},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://pubs.acs.org/doi/10.1021/acscatal.3c01219},
number = {8},
pages = {5752--5758},
doi = {10.1021/acscatal.3c01219}
}
Cite this
MLA
Copy
Yang, Liangliang, et al. “Asymmetric (5 + 3) Annulation of Donor–Acceptor Cyclopropanes with Imidazolidines: Access to Saturated 1,4-Diazocanes.” ACS Catalysis, vol. 13, no. 8, Apr. 2023, pp. 5752-5758. https://pubs.acs.org/doi/10.1021/acscatal.3c01219.
Profiles