volume 22 issue 1 pages 93-97

Chiral ScIII–N,N′-Dioxide-Catalyzed 1,3-Dipolar Cycloaddition of Diaziridines with Chalcones

Publication typeJournal Article
Publication date2019-12-13
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A highly enantioselective 1,3-dipolar cycloaddition of meso-diaziridines with chalcones was realized by utilizing the ScIII-N,N'-dioxide complex as the catalyst. In this transformation, the 1,3-dipole intermediates generated from the C-N bond cleavage of diaziridine were trapped by chiral N,N'-dioxide/scandium(III) complex activated chalcones to undergo enantioselective 1,3-dipolar cycloaddition. A range of chiral 1,5-diazabicylo[3.3.0]octane derivatives were readily synthesized in good yields with high diastereo- and enantioselectivities.
Found 
Found 

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GOST Copy
Hu H. et al. Chiral ScIII–N,N′-Dioxide-Catalyzed 1,3-Dipolar Cycloaddition of Diaziridines with Chalcones // Organic Letters. 2019. Vol. 22. No. 1. pp. 93-97.
GOST all authors (up to 50) Copy
Hu H., Xu J., Wang F., Dong S., Liu X., Feng X. Chiral ScIII–N,N′-Dioxide-Catalyzed 1,3-Dipolar Cycloaddition of Diaziridines with Chalcones // Organic Letters. 2019. Vol. 22. No. 1. pp. 93-97.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.9b04007
UR - https://doi.org/10.1021/acs.orglett.9b04007
TI - Chiral ScIII–N,N′-Dioxide-Catalyzed 1,3-Dipolar Cycloaddition of Diaziridines with Chalcones
T2 - Organic Letters
AU - Hu, Haipeng
AU - Xu, Jinxiu
AU - Wang, Fang
AU - Dong, Shunxi
AU - Liu, Xiaohua
AU - Feng, Xiaoming
PY - 2019
DA - 2019/12/13
PB - American Chemical Society (ACS)
SP - 93-97
IS - 1
VL - 22
PMID - 31833774
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Hu,
author = {Haipeng Hu and Jinxiu Xu and Fang Wang and Shunxi Dong and Xiaohua Liu and Xiaoming Feng},
title = {Chiral ScIII–N,N′-Dioxide-Catalyzed 1,3-Dipolar Cycloaddition of Diaziridines with Chalcones},
journal = {Organic Letters},
year = {2019},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.9b04007},
number = {1},
pages = {93--97},
doi = {10.1021/acs.orglett.9b04007}
}
MLA
Cite this
MLA Copy
Hu, Haipeng, et al. “Chiral ScIII–N,N′-Dioxide-Catalyzed 1,3-Dipolar Cycloaddition of Diaziridines with Chalcones.” Organic Letters, vol. 22, no. 1, Dec. 2019, pp. 93-97. https://doi.org/10.1021/acs.orglett.9b04007.