Enantioselective synthesis of 2,3-diphenyl-1,4-butanediol via oxidative coupling of phenylacetic acid chiral 1,1′-bi-2-naphthyl ester using TiCl4/Et3N

Autor: Mariappan Periasamy, Vutukuri Dharma Rao
Rok vydání: 2000
Předmět:
Zdroj: Tetrahedron: Asymmetry. 11:1151-1155
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(00)00040-9
Popis: Oxidative coupling of phenylacetic acid ester of homochiral 1,1′-bi-2-naphthol 2 was achieved by reaction with TiCl4/Et3N to obtain the corresponding 2,3-diphenylsuccinic acid derivative 3, which on reduction using the NaBH4/I2 reagent gives homochiral 2,3-diphenyl-1,4-butanediol. X-Ray structural analysis was carried out for the compounds (R)-(+)-2 and (R,R,R)-(−)-3.
Databáze: OpenAIRE