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Enantio- and diastereoselective Michael addition reactions of alpha-cyanoketones to nitroalkenes catalyzed by binaphthyl-derived organocatalyst

Authors
Lee, Hyun JooWoo, Saet ByeolKim, Dae Young
Issue Date
27-Jun-2012
Publisher
Elsevier BV
Keywords
Organocatalysis; Michael reaction; Asymmetric catalysis; Cyanoketones; Nitroalkenes
Citation
Tetrahedron Letters, v.53, no.26, pp 3374 - 3377
Pages
4
Journal Title
Tetrahedron Letters
Volume
53
Number
26
Start Page
3374
End Page
3377
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/15058
DOI
10.1016/j.tetlet.2012.04.095
ISSN
0040-4039
Abstract
The catalytic enantioselective and diastereoselective Michael addition reactions promoted by chiral bifunctional organocatalysts are described. The treatment of alpha-cyanoketones with nitroalkenes under mild reaction conditions afforded the corresponding gamma-niro alpha-cyanoketones with excellent diastereoselectivities (up to syn/anti >99/1) and excellent enantioselectivities (up to 99% ee). (C) 2012 Elsevier Ltd. All rights reserved.
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