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HERO ID
7752770
Reference Type
Journal Article
Title
Construction of 3-Azabicyclo[3.1.0]hexane Backbone by the Reaction of Allenes with Allylamines via Tandem Michael Addition and Copper-Mediated Oxidative Carbanion Cyclization
Author(s)
Xu, Hui; Han, T; Luo, X; Deng, W
Year
2021
Is Peer Reviewed?
Yes
Journal
Chinese Journal of Chemistry
ISSN:
1001-604X
Publisher
Shanghai Institute of Organic Chemistry
Volume
39
Issue
3
Page Numbers
666-670
Language
English
DOI
10.1002/cjoc.202000405
Web of Science Id
WOS:000640183200001
Abstract
A facile synthetic method for the construction of 3-azabicyclo[3.1.0]hexane in the presence of copper catalyst system was developed. The reaction proceeds through Michael addition of allylamines with allenes followed by copper-mediated intramolecular oxidative carbanion 5-exo-trig radical cyclization, affording potential biologically active 3-azabicyclo[3.1.0]hexane derivatives in moderate to high yields (42%â85%). © 2021 SIOC, CAS, Shanghai and Wiley-VCH GmbH
Keywords
Oxidative coupling; Allenes; Allylamine; 3-Azabicyclo[3; 1; 0]hexane; Miachel addition
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