Synthesis and application of novel imidazole and 1H-tetrazolic acid containing catalysts in enantioselective organocatalyzed Diels-Alder reactions
2009 (English)In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 20, no 16, 1871-1876 p.Article in journal (Refereed) Published
Herein we report studies on the organocatalytic Diels-Alder reaction using a variety of catalysts capable of activating alpha,beta-unsaturated carbonyl compounds for reactions with dienes. The structurally attractive catalysts 4 and 14 were utilized in the enantioselective organocatalytic Diels-Alder reactions. Catalyst 4 provided the products in fair yields and more importantly in good enantioselectivities of up to 83% ee. Catalyst 14 was synthesized in high yield and was assessed in the enantioselective organocatalytic Diels-Alder reaction. Catalyst 14 proved to be a highly active and selective catalyst providing the products in high yield and high enantioselectivities up to 95% ee. (C) 2009 Elsevier Ltd. All rights reserved.
Place, publisher, year, edition, pages
2009. Vol. 20, no 16, 1871-1876 p.
IdentifiersURN: urn:nbn:se:uu:diva-127470DOI: 10.1016/j.tetasy.2009.07.029ISI: 000270625300007OAI: oai:DiVA.org:uu-127470DiVA: diva2:330234