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Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions

  • Heterocyclization of (Z)-5-(2-hydroxyethyl)-3-methyl-4-oxothiazolidines, bearing electron-withdrawing groups conjugated to an exocyclic double bond at C(2)-position, afforded under reductive conditions, cis-tetrahydroftiro[2,3- d]thiazole derivatives. The reactions of these functionalized push-pull beta-enamines occur in a stereocontrolled fashion via activated vinylogous N-methyliminium ions, which are trapped by an internal hydroxyethyl group

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Author:Rade Markovic, Marijy Baranac-Stojanovic, Peter J. Steel, Erich Kleinpeter
Document Type:Article
Year of first Publication:2005
Year of Completion:2005
Release Date:2017/03/24
Source:Heterocycles. - ISSN 0385-5414. - 65 (2005), 11, S. 2635 - 2647
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert