ChemInform Abstract: Highly Stereoselective Ring Opening Reaction of Tropone Oxime Tosylate with Nucleophiles

Autor:	Megumi Ohno, Yoshio Kitahara, Makoto Funamizu, Toshio Hasegawa, Tetsuo Nozoe, Takahisa Machiguchi
Rok vydání:	1988
Předmět:	chemistry.chemical_compound Nucleophile chemistry Reagent Stereoselectivity General Medicine Tropone Ring (chemistry) Oxime Medicinal chemistry
Zdroj:	ChemInform. 19
ISSN:	0931-7597
DOI:	10.1002/chin.198846095
Popis:	The tosylate (1) of tropone oxime undergoes a novel ring-opening reaction under mild conditions with secondary amines, alkoxides, and Grignard reagents affording stereoselectively 6-substituted (1Z,3Z,5Z)-hexa-1,3,5-triene-carbonitriles (2a–h) as sole products in high yields; these are easily converted into Z,Z,E-isomers (3a–h) with acids and further into E,E,E-isomers (4a–h) as the final form by stronger acid or by passing the solution over a column of alumina.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8bc8989b9ef48195292a9476976cf6f6 https://doi.org/10.1002/chin.198846095 Zobrazit plný text záznamu Plný text