Chemical Society Reviews, volume 43, issue 3, pages 804-818
Intramolecular donor–acceptor cyclopropane ring-opening cyclizations
Publication type: Journal Article
Publication date: 2014-01-01
Journal:
Chemical Society Reviews
Q1
Q1
SJR: 12.511
CiteScore: 80.8
Impact factor: 40.4
ISSN: 03060012, 14604744
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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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.
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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.
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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
SN - 0306-0012
SN - 1460-4744
ER -
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@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}
}
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MLA
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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.