Stereochemistry of the asymmetric reduction of N-(?-phenylethyl)-?8,9-hexahydro-4-pyrindone

Autor:	T. A. Liberchuk, G. V. Grishina, V. M. Potapov
Rok vydání:	1978
Předmět:	chemistry.chemical_compound Circular dichroism Stereospecificity chemistry Stereochemistry Hydride Organic Chemistry Substituent chemistry.chemical_element Lithium Octant (solid geometry) Nitrogen Cis–trans isomerism
Zdroj:	Chemistry of Heterocyclic Compounds. 14:194-199
ISSN:	1573-8353 0009-3122
Popis:	The reduction of optically active N-(α-phenylethyl)-Δ8,9-hexahydro-4-pyrindone with lithium aluminum hydride proceeds as asymmetric stereospecific 1,4-hydride addition an leads to the formation of primarily the thermodynamically stable trans-(8S,9S)-N-(α-phenylethyl) octahydro-4-pyrindone and a small amount of the corresponding cis isomer. Only cis-(8S,9S)-octahydro-4-pyrindone was obtained from each isomer and the mixture of isomers after removal of the chiral substituent from the nitrogen atom. The absolute configurations of the compounds obtained were established on the basis of circular dichroism data and the octant rule.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::e08688289921008484c054ef616cf1af https://doi.org/10.1007/bf00945334 Zobrazit plný text záznamu Full text from SpringerLink