Publication
Title
Thiourea derivatives of Troger's base: synthesis, enantioseparation and evaluation in organocatalysis of Michael addition to nitroolefins
Author
Abstract
The catalytic activity of racemic thiourea derivatives of Troger's base (+/-)-2-4 in Michael additions of malonate derivatives to trans-beta-nitrostyrene was studied. Due to the low basicity of Troger's base, the outcome of the addition reactions was strongly dependent on the pK(a) of the nucleophile. Thiourea catalysts (+/-)-2, 3 were resolved on the chiral stationary phase Whelk O1. Unfortunately, enantiopure catalysts 2 and 3 showed no stereoselectivity in the Michael addition.
Language
English
Source (journal)
Arkivoc : online journal of organic chemistry. - Place of publication unknown, 2000, currens
Publication
Place of publication unknown : 2009
ISSN
1551-7004 [print]
1424-6369 [foutief]
Volume/pages
Part 14(2009), p. 124-134
ISI
000277913400012
Full text (open access)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 01.03.2012
Last edited 23.06.2017
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