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HERO ID
8256493
Reference Type
Journal Article
Title
Stereoselective synthesis of bicyclic nitrocyclopropanes by a radical-anion domino reaction
Author(s)
Kamimura, A; Kadowaki, A; Yoshida, T; Takeuchi, R; Uno, H; ,
Year
2009
Is Peer Reviewed?
Yes
Journal
Chemistry: A European Journal
ISSN:
0947-6539
EISSN:
1521-3765
Volume
15
Issue
40
Page Numbers
10330-10334
Language
English
PMID
19746489
DOI
10.1002/chem.200901920
Abstract
A novel one-step radical-ionic cyclopropanation was carried out to prepare aza- or oxabicyclo[3.1.0]hexane from β-nitroamides or β-nitroethers in a stereoselective manner (see scheme). The present procedure involves a higher-order domino process that includes one-electron oxidationradical cyclization-intramolecular SN2 reaction. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Keywords
Cyclopropanes; Domino reactions; Oxidation; Radical cyclization; Stereoselective reaction
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