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Enantioselective synthesis of nitrocyclopropanes via conjugate addition of bromomalonate to nitroalkenes catalyzed by Ni(II) complexes

Authors
Lee, Hyun JooKim, Sun MiKim, Dae Young
Issue Date
4-Jul-2012
Publisher
Elsevier BV
Keywords
Cyclopropanation; Asymmetric catalysis; Chiral nickel catalysts; Nitroalkenes; Conjugate addition
Citation
Tetrahedron Letters, v.53, no.27, pp 3437 - 3439
Pages
3
Journal Title
Tetrahedron Letters
Volume
53
Number
27
Start Page
3437
End Page
3439
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/15000
DOI
10.1016/j.tetlet.2012.04.072
ISSN
0040-4039
Abstract
A novel one-pot methodology for the catalytic enantioselective synthesis of highly functionalized nitrocyclopropanes promoted by chiral nickel complexes is developed. The treatment of bromomalonates with nitroalkenes under the mild reaction conditions afforded the corresponding Michael adducts which cyclizes to controlled reaction conditions with excellent diasteroselectivities (>99 de) and enantioselectivities (up to 99% ee). (C) 2012 Elsevier Ltd. All rights reserved.
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