Journal of Organic Chemistry p. 3011 - 3017 (1987)
Update date:2022-09-26
Topics:
Pirkle, William H.
Sowin, Thomas J.
Representative members of a series of chiral type 1 phthalides were converted with Lawesson's reagent to the corresponding thionophthalides.On treatment with any of several configurationally known chiral amino alcohols in the presence of mercuric trifluoroacetate, diastereomeric imino alcohols are afforded.These prove to be readily separable by chromatography on either silica or chiral stationary phases derived from the N-3,5-dinitrobenzamides of (R)-phenylglycine or (S)-leucine.Both the elution order of these diastereomers from silica and their 1H NMR chemical shift differences may be related to relative/absolute configurations.Hydrolysis of the separated imino alcohol diastereomers affords configurationally established phthalide enantiomers.On the basis of their CD spectra, it is concluded that the enantiomers of the entire series of phthalides elute from the chiral stationary phases in a uniform order
View MoreContact:86-571-86737118-8689
Address:No.69, 12 Street, HEDA, Hangzhou, Zhejiang, China
Chengdu Yunyi International Trade Co., Ltd
Contact:0411-39894967
Address:china
Contact:+86-574-89075960
Address:#100 Xiang Yun Road, New High tech area, Ningbo, China
LinHai Cina Chemical Co., LTD.
Contact:0576-85580989
Address:Pharma-chem zone,Duqiao,Linhai,Zhejiang,China
Shanghai Korey Pharm Co.,Ltd.(expird)
Contact:021-61840961 021-61840962
Address:No.157,Zhuguang Rd, Qingpu, Shanghai, China
Doi:10.1246/bcsj.63.1753
(1990)Doi:10.1021/ja01490a035
(1960)Doi:10.1016/S0040-4020(01)82058-5
(1986)Doi:10.1155/2015/435219
(2015)Doi:10.1016/S0040-4039(00)85354-X
(1986)Doi:10.1055/s-2008-1067207
(2008)