Highly Chemo- and Stereoselective Catalyst-Controlled Allylic C−H Insertion and Cyclopropanation Using Donor/Donor Carbenes
Publication type: Journal Article
Publication date: 2018-08-27
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
30059187
General Chemistry
Catalysis
Abstract
The highly chemo-, enantio-, and diastereoselective catalyst-controlled intramolecular allylic C-H insertion and cyclopropanation of donor/donor carbenes are reported. The RuII /Pybox complex selectively catalyzed the intramolecular allylic C-H insertion, providing vinyl-substituted dihydroindoles with greater than 20:1 chemoselectivity and up to greater than 99 % ee. Chiral dirhodium(II) tetracarboxylates, however, selectively promoted the intramolecular cyclopropanation, giving rise to cyclopropane-fused tetrahydroquinoline derivatives in excellent yields with greater than 99:1 chemoselectivity and up to 97 % ee.
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GOST
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Zhu D. et al. Highly Chemo- and Stereoselective Catalyst-Controlled Allylic C−H Insertion and Cyclopropanation Using Donor/Donor Carbenes // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 38. pp. 12405-12409.
GOST all authors (up to 50)
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Zhu D., Chen L., Zhang H., Ma Z., Jiang H., Zhu S. Highly Chemo- and Stereoselective Catalyst-Controlled Allylic C−H Insertion and Cyclopropanation Using Donor/Donor Carbenes // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 38. pp. 12405-12409.
Cite this
RIS
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TY - JOUR
DO - 10.1002/anie.201805676
UR - https://doi.org/10.1002/anie.201805676
TI - Highly Chemo- and Stereoselective Catalyst-Controlled Allylic C−H Insertion and Cyclopropanation Using Donor/Donor Carbenes
T2 - Angewandte Chemie - International Edition
AU - Zhu, Dong
AU - Chen, Longzhou
AU - Zhang, He
AU - Ma, Zhiqiang
AU - Jiang, Huanfeng
AU - Zhu, Shifa
PY - 2018
DA - 2018/08/27
PB - Wiley
SP - 12405-12409
IS - 38
VL - 57
PMID - 30059187
SN - 1433-7851
SN - 1521-3773
ER -
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BibTex (up to 50 authors)
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@article{2018_Zhu,
author = {Dong Zhu and Longzhou Chen and He Zhang and Zhiqiang Ma and Huanfeng Jiang and Shifa Zhu},
title = {Highly Chemo- and Stereoselective Catalyst-Controlled Allylic C−H Insertion and Cyclopropanation Using Donor/Donor Carbenes},
journal = {Angewandte Chemie - International Edition},
year = {2018},
volume = {57},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002/anie.201805676},
number = {38},
pages = {12405--12409},
doi = {10.1002/anie.201805676}
}
Cite this
MLA
Copy
Zhu, Dong, et al. “Highly Chemo- and Stereoselective Catalyst-Controlled Allylic C−H Insertion and Cyclopropanation Using Donor/Donor Carbenes.” Angewandte Chemie - International Edition, vol. 57, no. 38, Aug. 2018, pp. 12405-12409. https://doi.org/10.1002/anie.201805676.