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 |
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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 |
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