ChemInform Abstract: The Asymmetric Ene Reaction of N-Glyoxyloyl-(2R)-bornane-10,2-sultam with 1-Pentene and 1-Hexene

Autor:	Artur Jeżewski, Katarzyna Chajewska, Janusz Jurczak, Zbigniew Wielogorski
Rok vydání:	2010
Předmět:	chemistry.chemical_compound chemistry Pentene Bornane Absolute configuration Hemiacetal General Medicine Lewis acids and bases Medicinal chemistry Asymmetric induction Ene reaction Stereocenter
Zdroj:	ChemInform. 28
ISSN:	0931-7597
Popis:	The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultam 2 and its hemiacetal 3 with 1-pentene 4 and 1-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (S) absolute configuration on the newly formed stereogenic center. The absolute configuration (via X-ray analysis of 6 and chemical correlation) and the extent of asymmetric induction were established. Stereochemical models are proposed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d4255d9f2241dc5fa581faa0cdad866a https://doi.org/10.1002/chin.199742224 Zobrazit plný text záznamu Plný text