Chemistry - A European Journal, volume 23, issue 6, pages 1231-1236
Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons
Publication type: Journal Article
Publication date: 2016-12-29
Journal:
Chemistry - A European Journal
Q1
Q2
SJR: 1.058
CiteScore: 7.9
Impact factor: 3.9
ISSN: 09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
Aiming to develop efficient and general strategies for construction of complex and diverse polycyclic skeletons, we have successfully developed [4+3]IMPC (intramolecular parallel cycloaddition) of cyclopropane 1,1-diesters with [3]dendralenes. With a combination of the [4+3]IMPC and subsequent [4+n] cycloadditions, trans-[5.3.0]decane skeleton and its corresponding structurally complex and diverse polycyclic variants could be constructed efficiently. This novel [4+3] cycloaddition reaction mode of donor-acceptor cyclopropanes proceeds as a result of the ring-strain relief of a trans-[3.3.0]octane. We strongly believe that the developed methods will demonstrate potential applications in natural products synthesis and drug discovery.
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Zhang C. et al. Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons // Chemistry - A European Journal. 2016. Vol. 23. No. 6. pp. 1231-1236.
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Zhang C., Tian J., Ren J., Wang Z. Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons // Chemistry - A European Journal. 2016. Vol. 23. No. 6. pp. 1231-1236.
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TY - JOUR
DO - 10.1002/chem.201605190
UR - https://doi.org/10.1002/chem.201605190
TI - Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons
T2 - Chemistry - A European Journal
AU - Zhang, Chi
AU - Tian, Jun
AU - Ren, Jun
AU - Wang, Zhong-Wen
PY - 2016
DA - 2016/12/29
PB - Wiley
SP - 1231-1236
IS - 6
VL - 23
SN - 0947-6539
SN - 1521-3765
ER -
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BibTex (up to 50 authors)
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@article{2016_Zhang,
author = {Chi Zhang and Jun Tian and Jun Ren and Zhong-Wen Wang},
title = {Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons},
journal = {Chemistry - A European Journal},
year = {2016},
volume = {23},
publisher = {Wiley},
month = {dec},
url = {https://doi.org/10.1002/chem.201605190},
number = {6},
pages = {1231--1236},
doi = {10.1002/chem.201605190}
}
Cite this
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Zhang, Chi, et al. “Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1-Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic Skeletons.” Chemistry - A European Journal, vol. 23, no. 6, Dec. 2016, pp. 1231-1236. https://doi.org/10.1002/chem.201605190.