Stereochemistry of Cyanide Ion Addition to 3,4,5,6-Tetrahydropyridinium Derivatives

M. Y.H. Essawi, P. S. Portoghese

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Abstract

The stereochemistry of cyanide ion addition to l-alkyl-4-(iV-phenylpropanamido)-3,4,5,6-tetrahydropyridinium salts 2 was investigated by analysis of the 1H NMR spectra of the isolated α-amino nitriles. The data obtained, together with epimerization studies, indicated that the addition occurred in a stereospecific manner to afford the trans diastereoisomers.

Original languageEnglish (US)
Pages (from-to)2138-2140
Number of pages3
JournalJournal of Organic Chemistry
Volume48
Issue number13
DOIs
StatePublished - Jul 1983

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