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Beiträge zur Stereochemie der Additionsreaktionen an 3,4,5,6-Tetrahydropyridin-1-oxide. 3. Mitt.: Stereochemie der 1,3-Additionen an alkylsubstituierte 3,4,5,6-Tetrahydropyridin-1-oxide
Authors:Edda Gössinger
Institution:(1) Institut für Organische Chemie, Universität Wien, A-1090 Wien, Österreich
Abstract:4-tert-Butyl-3,4,5,6-tetrahydropyridine-1-oxide (1) and 6-Butyl-3,4,5,6-tetrahydropyridine-1-oxide (2) were selected to study the stereochemistry of 1,3-additions (nucleophilic additions) to these unsaturated six membered ring systems. Butylmagnesiumbromide, sodiumboronhydride and potassium cyanide were chosen as reagents. They added axially to1, but yielded mixtures of the two possible stereoisomeres with2.
Keywords:1  3-Addition to nitrones  Alkylation with Grignard reagent  Cyanide addition  Nucleophilic addition  Sodiumboronhydride reduction
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