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Degradation of some Phthalideisoquinolines with Ethyl Chloroformate-Stereochemical Aspects

Lee, D.-U. and Iwasa, K. and Kamigauchi, M. and Takao, N. and Wiegrebe, Wolfgang (1991) Degradation of some Phthalideisoquinolines with Ethyl Chloroformate-Stereochemical Aspects. Chemical & Pharmaceutical Bulletin 39 (8), pp. 1944-1948.

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Abstract

Treatment of phthalideisoquinolines such as α- (1) and β-narcotine (2) as well as ß-(3) and α-hydrastine (4) with ethyl chloroformate (ECF) at room temperature afforded, via the chloro-carbamates, the corresponding diastereomeric carbinols with high stereoselectivity. Instrumental analyses of each diastereomeric pair indicate that the major isomers derived from α- and β-narcotine as well as ...

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Item Type:Article
Date:1991
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Wiegrebe
Keywords:α-narcotine; β-narcotine; α-hydrastine; β-hydrastine; ethyl chloroformate; diastereoselectivity; enantiomer; diastereomeric carbinol; enol lactone; X-ray analysis; absolute configuration
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Owner: Universitätsbibliothek Regensburg
Deposited On:08 Jul 2010 05:08
Last Modified:13 Mar 2014 13:48
Item ID:15728
Owner Only: item control page

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