volume 43 issue 3 pages 804-818

Intramolecular donor–acceptor cyclopropane ring-opening cyclizations

Publication typeJournal Article
Publication date2014-01-01
scimago Q1
wos Q1
SJR11.467
CiteScore73.2
Impact factor39.0
ISSN03060012, 14604744
PubMed ID:  24257068
General Chemistry
Abstract
Cyclization reactions of donor-acceptor (D-A) cyclopropanes are recognized as versatile methods for construction of carbocyclic and heterocyclic scaffolds. In the literature, many examples of these polarized cyclopropanes' reactivity with nucleophiles, electrophiles, and radicals are prevalent. Although intermolecular reactivity of donor-acceptor cyclopropanes is widely reported, reviews that center on their intramolecular chemistry are rare. Thereupon, this tutorial review focalizes on new intramolecular transformations of donor-acceptor cyclopropanes for cycloisomerizations, formal cycloadditions, umpolung reactions, rearrangements and ring-opening lactonizations/lactamizations from 2009 to 2013. Furthermore, the role of D-A acceptor cyclopropanes as reactive subunits in natural product synthesis is underscored.
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GOST |
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GOST Copy
Cavitt M. A., Phun L. H., France S. Intramolecular donor–acceptor cyclopropane ring-opening cyclizations // Chemical Society Reviews. 2014. Vol. 43. No. 3. pp. 804-818.
GOST all authors (up to 50) Copy
Cavitt M. A., Phun L. H., France S. Intramolecular donor–acceptor cyclopropane ring-opening cyclizations // Chemical Society Reviews. 2014. Vol. 43. No. 3. pp. 804-818.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/C3CS60238A
UR - https://doi.org/10.1039/C3CS60238A
TI - Intramolecular donor–acceptor cyclopropane ring-opening cyclizations
T2 - Chemical Society Reviews
AU - Cavitt, Marchello A
AU - Phun, Lien H
AU - France, Stefan
PY - 2014
DA - 2014/01/01
PB - Royal Society of Chemistry (RSC)
SP - 804-818
IS - 3
VL - 43
PMID - 24257068
SN - 0306-0012
SN - 1460-4744
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Cavitt,
author = {Marchello A Cavitt and Lien H Phun and Stefan France},
title = {Intramolecular donor–acceptor cyclopropane ring-opening cyclizations},
journal = {Chemical Society Reviews},
year = {2014},
volume = {43},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/C3CS60238A},
number = {3},
pages = {804--818},
doi = {10.1039/C3CS60238A}
}
MLA
Cite this
MLA Copy
Cavitt, Marchello A., et al. “Intramolecular donor–acceptor cyclopropane ring-opening cyclizations.” Chemical Society Reviews, vol. 43, no. 3, Jan. 2014, pp. 804-818. https://doi.org/10.1039/C3CS60238A.