Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes
Publication type: Journal Article
Publication date: 2009-11-12
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
19908855
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A palladium-catalyzed decarboxylative [4 + 3] cyclization of gamma-methylidene-delta-valerolactones with 1,1-dicyanocyclopropanes has been developed to produce cycloheptane derivatives in a convergent manner. This method can be applied to the synthesis of azepanes by reacting with aziridines, and their asymmetric variants have also been described. In addition, selective ring-expansion reactions can be achieved for certain gamma-methylidene-delta-valerolactones to give nondecarboxylated nine-membered lactones.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
2
4
6
8
10
12
14
|
|
|
Organic Letters
13 publications, 13.68%
|
|
|
Angewandte Chemie - International Edition
9 publications, 9.47%
|
|
|
Angewandte Chemie
8 publications, 8.42%
|
|
|
Chemistry - A European Journal
6 publications, 6.32%
|
|
|
Advanced Synthesis and Catalysis
6 publications, 6.32%
|
|
|
Journal of Organic Chemistry
4 publications, 4.21%
|
|
|
Organic Chemistry Frontiers
4 publications, 4.21%
|
|
|
Journal of the American Chemical Society
3 publications, 3.16%
|
|
|
ACS Catalysis
3 publications, 3.16%
|
|
|
Chemical Communications
3 publications, 3.16%
|
|
|
Organic and Biomolecular Chemistry
3 publications, 3.16%
|
|
|
Mendeleev Communications
2 publications, 2.11%
|
|
|
Chemical Reviews
2 publications, 2.11%
|
|
|
Molecules
2 publications, 2.11%
|
|
|
Chemistry Letters
1 publication, 1.05%
|
|
|
Bulletin of the Chemical Society of Japan
1 publication, 1.05%
|
|
|
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
1 publication, 1.05%
|
|
|
Russian Chemical Bulletin
1 publication, 1.05%
|
|
|
Chinese Chemical Letters
1 publication, 1.05%
|
|
|
Tetrahedron
1 publication, 1.05%
|
|
|
Chinese Journal of Chemistry
1 publication, 1.05%
|
|
|
ChemCatChem
1 publication, 1.05%
|
|
|
ChemInform
1 publication, 1.05%
|
|
|
Green Chemistry
1 publication, 1.05%
|
|
|
Natural Product Reports
1 publication, 1.05%
|
|
|
Catalysis Science and Technology
1 publication, 1.05%
|
|
|
Chemical Society Reviews
1 publication, 1.05%
|
|
|
Russian Journal of Physical Chemistry B
1 publication, 1.05%
|
|
|
Topics in Heterocyclic Chemistry
1 publication, 1.05%
|
|
|
2
4
6
8
10
12
14
|
Publishers
|
5
10
15
20
25
30
35
|
|
|
Wiley
33 publications, 34.74%
|
|
|
American Chemical Society (ACS)
25 publications, 26.32%
|
|
|
Royal Society of Chemistry (RSC)
14 publications, 14.74%
|
|
|
Elsevier
10 publications, 10.53%
|
|
|
Springer Nature
3 publications, 3.16%
|
|
|
Oxford University Press
2 publications, 2.11%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
2 publications, 2.11%
|
|
|
Georg Thieme Verlag KG
2 publications, 2.11%
|
|
|
MDPI
2 publications, 2.11%
|
|
|
The Society of Synthetic Organic Chemistry, Japan
1 publication, 1.05%
|
|
|
Pleiades Publishing
1 publication, 1.05%
|
|
|
5
10
15
20
25
30
35
|
- 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
95
Total citations:
95
Citations from 2025:
9
(9.47%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Shintani R. et al. Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes // Organic Letters. 2009. Vol. 11. No. 24. pp. 5642-5645.
GOST all authors (up to 50)
Copy
Shintani R., Murakami M., Tsuji T., TANNO H., Hayashi T. Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes // Organic Letters. 2009. Vol. 11. No. 24. pp. 5642-5645.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol902326s
UR - https://doi.org/10.1021/ol902326s
TI - Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes
T2 - Organic Letters
AU - Shintani, Ryo
AU - Murakami, Masataka
AU - Tsuji, Takaoki
AU - TANNO, Hideyuki
AU - Hayashi, Tamio
PY - 2009
DA - 2009/11/12
PB - American Chemical Society (ACS)
SP - 5642-5645
IS - 24
VL - 11
PMID - 19908855
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2009_Shintani,
author = {Ryo Shintani and Masataka Murakami and Takaoki Tsuji and Hideyuki TANNO and Tamio Hayashi},
title = {Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes},
journal = {Organic Letters},
year = {2009},
volume = {11},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/ol902326s},
number = {24},
pages = {5642--5645},
doi = {10.1021/ol902326s}
}
Cite this
MLA
Copy
Shintani, Ryo, et al. “Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes.” Organic Letters, vol. 11, no. 24, Nov. 2009, pp. 5642-5645. https://doi.org/10.1021/ol902326s.