N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones
Publication type: Journal Article
Publication date: 2012-12-20
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
23244238
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.
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164
Total citations:
164
Citations from 2024:
6
(3%)
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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)
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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
PMID - 23244238
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.