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 MoreZhejiang Hoshine Silicon Industry Co., Ltd.
Contact:86-573-89179966
Address:Zhapu Town, Pinghu City, Zhejiang, China
website:http://www.p-oled.cn/
Contact:+86-29-81101199
Address:No. 1199, Dingkunchi 3rd Road, High Tech Zone, Xi'an, Shaanxi, China,710119
shandong zhongke taidou chemical co.,ltd
Contact:86-531-88682301
Address:Jinan shandong Province CHina
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Contact:86-180510-83338
Address:Suite# 210, No. 1 BuildingNanjing Agricultural Biotechnology High-tech Entrepreneurship Center, No. 4 Tongwei Road, Xuanwu District, Nanjing,China
Contact:+86-29-88710656
Address:South Tai bai Road, High Tech Development Zone, Xi'an 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)