A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones
Andrey S. Mikhaylov
1
,
Denis Chusov
1
,
Publication type: Journal Article
Publication date: 2018-04-17
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
29624840
General Chemistry
Catalysis
Abstract
The rapid development of enantioselective C−H activation reactions has created a demand for new types of catalysts. Herein, we report the synthesis of a novel planar‐chiral rhodium catalyst [(C5H2tBu2CH2tBu)RhI2]2 in two steps from commercially available [(cod)RhCl]2 and tert‐butylacetylene. Pure enantiomers of the catalyst were obtained through separation of its diastereomeric adducts with natural (S)‐proline. The catalyst promoted enantioselective reactions of aryl hydroxamic acids with strained alkenes to give dihydroisoquinolones in high yields (up to 97 %) and with good stereoselectivity (up to 95 % ee).
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197
Total citations:
197
Citations from 2024:
25
(12.69%)
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Trifonova E. A. et al. A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 26. pp. 7714-7718.
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Trifonova E. A., Ankudinov N. M., Mikhaylov A. S., Chusov D., Nelyubina Y. V., Perekalin D. S. A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 26. pp. 7714-7718.
Cite this
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TY - JOUR
DO - 10.1002/anie.201801703
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.201801703
TI - A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones
T2 - Angewandte Chemie - International Edition
AU - Trifonova, Evgeniya A
AU - Ankudinov, Nikita M
AU - Mikhaylov, Andrey S.
AU - Chusov, Denis
AU - Nelyubina, Yulia V.
AU - Perekalin, Dmitry S
PY - 2018
DA - 2018/04/17
PB - Wiley
SP - 7714-7718
IS - 26
VL - 57
PMID - 29624840
SN - 1433-7851
SN - 1521-3773
ER -
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@article{2018_Trifonova,
author = {Evgeniya A Trifonova and Nikita M Ankudinov and Andrey S. Mikhaylov and Denis Chusov and Yulia V. Nelyubina and Dmitry S Perekalin},
title = {A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones},
journal = {Angewandte Chemie - International Edition},
year = {2018},
volume = {57},
publisher = {Wiley},
month = {apr},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.201801703},
number = {26},
pages = {7714--7718},
doi = {10.1002/anie.201801703}
}
Cite this
MLA
Copy
Trifonova, Evgeniya A., et al. “A Planar‐Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones.” Angewandte Chemie - International Edition, vol. 57, no. 26, Apr. 2018, pp. 7714-7718. https://onlinelibrary.wiley.com/doi/10.1002/anie.201801703.