Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides
Publication type: Journal Article
Publication date: 2019-10-01
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
31573212
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An enantioselective borylative cyclization cascade utilizing cyclic imides has been developed. We employ a highly enantioselective borylcupration process that includes a 1,2-addition to a cyclic imide. The products contain a valuable hemiaminal and boronate handle for further elaborations within a congested framework. This work demonstrates the utility of cyclic imides as simple precursors to unlock access to sought-after polycyclic indolines. Futhermore, this report highlights the capability to harness reactive catalytic intermediates to exploit otherwise unreactive functional groups.
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Metrics
33
Total citations:
33
Citations from 2025:
2
(6.06%)
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GOST
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Whyte A. F. et al. Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides // Organic Letters. 2019. Vol. 21. No. 20. pp. 8373-8377.
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Whyte A. F., Torelli A., Mirabi B., Lautens M. Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides // Organic Letters. 2019. Vol. 21. No. 20. pp. 8373-8377.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.9b03144
UR - https://doi.org/10.1021/acs.orglett.9b03144
TI - Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides
T2 - Organic Letters
AU - Whyte, Andrew F.
AU - Torelli, Alexa
AU - Mirabi, Bijan
AU - Lautens, Mark
PY - 2019
DA - 2019/10/01
PB - American Chemical Society (ACS)
SP - 8373-8377
IS - 20
VL - 21
PMID - 31573212
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Whyte,
author = {Andrew F. Whyte and Alexa Torelli and Bijan Mirabi and Mark Lautens},
title = {Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.9b03144},
number = {20},
pages = {8373--8377},
doi = {10.1021/acs.orglett.9b03144}
}
Cite this
MLA
Copy
Whyte, Andrew F., et al. “Enantioselective Copper-Catalyzed Borylative Cyclization with Cyclic Imides.” Organic Letters, vol. 21, no. 20, Oct. 2019, pp. 8373-8377. https://doi.org/10.1021/acs.orglett.9b03144.
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