A New Convenient Method for the Resolution of 1, 1'-Binaphthalene-2, 2'-diol Via a Phosphite Using (-)-Menthol as Resolving Agent  

A New Convenient Method for the Resolution of 1, 1'-Binaphthalene-2, 2'-diol Via a Phosphite Using (-)-Menthol as Resolving Agent

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作  者:JueXiaoCAI ChihuangYEUNG  

机构地区:[1]StateKeyLaboratoryofElemento-OrganicChemistry,InstituteofElemento-OrganicChemistry,NankaiUniversity,Tianjin,300071 [2]OpenLaboratoryofChirotechnologyandDepartmentofAppliedBiologyandCh

出  处:《Chinese Chemical Letters》2002年第7期617-619,共3页中国化学快报(英文版)

基  金:Financial Support by the National Natural Science Foundation of China (No.29872016) ; the Hong Kong Polytechnic University ASD Fund are gratefully acknowledged.

摘  要:Menthol reacts with phosphorus trichloride to afford menthyl phosphorodichloridite 2, which further reacts with racemic 1, 1-binaphthalene-2, 2-diol to give phosphite (+)-3 in the presence of triethylamine. (+)-3 can be easily separated by fractional crystallization to form the crystal (+)-(S)-3 and the mother liquor (-)-(R)-3. Then both the crystal and the mother liquor are treated with AcOH-H2O to obtain enantiomeric pure (-)-(S)-1 and (+)-(R)-1 respectively, with enantiomeric excess up to 99.7%.

关 键 词:optically active 1 1-binaphthalene-2 2-diol L-MENTHOL PHOSPHITE fractional crystal- lization resolution. 

分 类 号:O625.313[理学—有机化学]

 

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