ChemInform Abstract: Synthesis of 4(S)-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone by SN2 Cuprate Displacement of an Activated Chiral Benzylic Alcohol

Autor:	Quallich George J, Teresa M. Woodall
Rok vydání:	2010
Předmět:	Benzylic alcohol Chemistry Intramolecular force SN2 reaction Cuprate General Medicine Medicinal chemistry Catalysis
Zdroj:	ChemInform. 24
ISSN:	0931-7597
Popis:	Two routes for the preparation of 4(S)-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone are reported. The most efficient route generates a chiral benzylic alcohol by catalytic asymmetric oxazaborolidine reduction of a γ-ketoester that is subsequently activated and displaced in an SN2 manner with a higher order cuprate. Intramolecular Friedel-Crafts cyclization of the resulting t-butylester affords the title compound.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d6bc010e28abfbb512686d0e23024939 https://doi.org/10.1002/chin.199309042 Zobrazit plný text záznamu Plný text